Substituted pyrimidine compound and uses thereof

Abstract

Disclosed is a substituted pyrimidine compound having a structure as represented by formula PY. ##STR00001## See the description for the definition of each substituent in the formula. The compound of the present invention provides broad-spectrum bactericidal, pesticidal, and acaricidal activities, provides great control effects against plant diseases such as cucumber downy mildew, corn rust, wheat powdery mildew, rice blast, and cucumber gray mold, specifically provides improved control effects against cucumber downy mildew, corn rust, wheat powdery mildew, and rice blast, provides great control effects against aphid, carmine spider mite, diamondback moth, and armyworm, and acquires great effects at a minimal dosage. The compound of the present invention also provides characteristics such as a simplified preparation method.

Claims

1. A substituted pyrimidine compound represented by formula PY: ##STR00631## wherein R.sub.1 is cyano, C.sub.1-C.sub.12alkyl, C.sub.3-C.sub.12cycloalkyl, cyanoC.sub.1-C.sub.12alkyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonylC.sub.1-C.sub.12alkyl, or di(C.sub.1-C.sub.12alkyl)aminocarbonylC.sub.1-C.sub.12alkyl; R.sub.2 is halo, cyano, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkyl, or haloC.sub.1-C.sub.12alkoxy; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, C.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, unsubstituted or further substituted arylC.sub.1-C.sub.6alkyl or heteroarylC.sub.1-C.sub.6alkyl by 1 to 5 following groups: halo, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, and haloC.sub.1-C.sub.6alkoxy; or R.sub.3, R.sub.4 and conjoint carbon can also form a C.sub.3-C.sub.8 cycle; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H, OH, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.3-C.sub.12alkenoxy, haloC.sub.3-C.sub.12alkenoxy, C.sub.3-C.sub.12alkynoxy, haloC.sub.3-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkylcarbonyloxy, C.sub.1-C.sub.12alkylcarbonylamino, C.sub.1-C.sub.12alkylsulfonyloxy, C.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylamino, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, and C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy; X.sub.1 is N or CR.sub.6; X.sub.2 is N or CR.sub.7; X.sub.3 is N or CR.sub.8; X.sub.4 is N or CR.sub.9; X.sub.5 is N or CR.sub.10; X.sub.6 is N or CR.sub.11; however, X.sub.2, X.sub.3, X.sub.4, X.sub.5, X.sub.6 are not simultaneously N; R.sub.6 is selected from H, OH, HO(C═O), amino, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, halodi(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, di(C.sub.1-C.sub.12alkyl)amino(C.sub.1-C.sub.12alkyl), CONH.sub.2, CONHNH.sub.2, CON(C.sub.1-C.sub.12alkyl)NH.sub.2, CONHNH(C.sub.1-C.sub.12alkyl), CONHN(di(C.sub.1-C.sub.12alkyl)), CONHNHCO(C.sub.1-C.sub.12alkyl), CONHNHCO.sub.2(C.sub.1-C.sub.12alkyl), CONHNH(phenyl), C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, halodi(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.1-C.sub.12alkylsulfonylamino, C.sub.1-C.sub.12alkylsulfonyl(C.sub.1-C.sub.12alkyl)amino, haloC.sub.1-C.sub.12alkylsulfonylamino, C.sub.1-C.sub.12alkoxyamino, C.sub.1-C.sub.12alkoxycarbonylamino, C.sub.1-C.sub.12alkoxyaminocarbonyl, cyanoC.sub.1-C.sub.12alkyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonylC.sub.1-C.sub.12alkyl, di(C.sub.1-C.sub.12alkyl)aminocarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylcarbonyloxy, haloC.sub.1-C.sub.12alkylcarbonyloxy, C.sub.1-C.sub.12alkoxycarbonyloxy, haloC.sub.1-C.sub.12alkoxycarbonyloxy, C.sub.1-C.sub.12alkylaminocarbonyloxy, haloC.sub.1-C.sub.12alkylaminocarbonyloxy, C.sub.1-C.sub.12alkylsulfonyloxy, haloC.sub.1-C.sub.12alkylsulfonyloxy, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy or haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, halodi(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, di(C.sub.1-C.sub.12alkyl)amino(C.sub.1-C.sub.12alkyl), CONH.sub.2, CONHNH.sub.2, CON(C.sub.1-C.sub.12alkyl)NH.sub.2, CONHNH(C.sub.1-C.sub.12alkyl), CONHN(di(C.sub.1-C.sub.12alkyl)), CONHNHCO(C.sub.1-C.sub.12alkyl), CONHNHCO.sub.2(C.sub.1-C.sub.12alkyl), CONHNH(phenyl), C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, halodi(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.1-C.sub.12alkylsulfonylamino, C.sub.1-C.sub.12alkylsulfonyl(C.sub.1-C.sub.12alkyl)amino, haloC.sub.1-C.sub.12alkylsulfonylamino, C.sub.1-C.sub.12alkoxyamino, C.sub.1-C.sub.12alkoxycarbonylamino, C.sub.1-C.sub.12alkoxyaminocarbonyl, cyanoC.sub.1-C.sub.12alkyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonylC.sub.1-C.sub.12alkyl, di(C.sub.1-C.sub.12alkyl)aminocarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylcarbonyloxy, haloC.sub.1-C.sub.12alkylcarbonyloxy, C.sub.1-C.sub.12alkoxycarbonyloxy, haloC.sub.1-C.sub.12alkoxycarbonyloxy, C.sub.1-C.sub.12alkylaminocarbonyloxy, haloC.sub.1-C.sub.12alkylaminocarbonyloxy, C.sub.1-C.sub.12alkyl sulfonyloxy, haloC.sub.1-C.sub.12alkyl sulfonyloxy, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy, and haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy; W is H, halo, C.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthio, or C.sub.1-C.sub.12alkylsulfonyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkylthio, C.sub.2-C.sub.12alkenylthio, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, di(C.sub.1-C.sub.12alkyl)aminosulfonyl, C.sub.1-C.sub.12alkylsulfonylaminocarbonyl, C.sub.1-C.sub.12alkylcarbonylaminosulfonyl, C.sub.3-C.sub.12cycloalkyloxycarbonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylcarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.2-C.sub.12alkenoxycarbonyl, C.sub.2-C.sub.12alkynoxycarbonyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylaminothio, di(C.sub.1-C.sub.12alkyl)aminothio, unsubstituted or further substituted (hetero)arylcarbonylC.sub.1-C.sub.6alkyl, (hetero)arylcarbonyl, (hetero)aryloxycarbonyl, or (hetero)arylC.sub.1-C.sub.6alkyloxycarbonyl by 1 to 5 following groups: halo, NO.sub.2, cyano, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, or haloC.sub.1-C.sub.6alkoxy; or a salt thereof formed with an acid selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, and citric acid.

2. The substituted pyrimidine compound according to claim 1, wherein the substituted pyrimidine compound is represented by formula I: ##STR00632## wherein R.sub.1 is cyano, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkyl, cyanoC.sub.1-C.sub.12alkyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonylC.sub.1-C.sub.12alkyl, or di(C.sub.1-C.sub.12alkyl)aminocarbonylC.sub.1-C.sub.12alkyl; R.sub.2 is halo, cyano, C.sub.3-C.sub.12cycloalkyl, or C.sub.1-C.sub.12alkyl; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, C.sub.1-C.sub.12alkyl, and C.sub.1-C.sub.12alkoxy; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H or OH; X.sub.2 is N or CR.sub.7, X.sub.3 is N or CR.sub.8, X.sub.6 is N or CR.sub.11, within X.sub.2, X.sub.3, X.sub.6, at least one substituent is N; R.sub.9 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkoxycarbonyl, di(C.sub.1-C.sub.12alkyl)amino(C.sub.1-C.sub.12alkyl), haloC.sub.1-C.sub.12alkoxycarbonyl, CONH.sub.2, CONHNH.sub.2, CON(C.sub.1-C.sub.12alkyl)NH.sub.2, CONHNH(C.sub.1-C.sub.12alkyl), CONHN(di(C.sub.1-C.sub.12alkyl)), CONHNHCO(C.sub.1-C.sub.12alkyl), CONHNHCO.sub.2(C.sub.1-C.sub.12alkyl), CONHNH(phenyl), C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.1-C.sub.12alkylsulfonylamino, C.sub.1-C.sub.12alkylsulfonyl(C.sub.1-C.sub.12alkyl)amino, haloC.sub.1-C.sub.12alkylsulfonylamino, C.sub.1-C.sub.12alkoxyamino, C.sub.1-C.sub.12alkoxycarbonylamino, C.sub.1-C.sub.12alkoxyaminocarbonyl, cyanoC.sub.1-C.sub.12alkyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonylC.sub.1-C.sub.12alkyl, or di(C.sub.1-C.sub.12alkyl)aminocarbonylC.sub.1-C.sub.12alkyl; R.sub.6 is selected from H, OH, HO(C═O), amino, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.12alkylaminocarbonyl or di(C.sub.1-C.sub.12alkyl)aminocarbonyl; R.sub.7, R.sub.8, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.12alkylaminocarbonyl, and di(C.sub.1-C.sub.12alkyl)aminocarbonyl; W is H or C.sub.1-C.sub.12alkyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkylthio, C.sub.2-C.sub.12alkenylthio, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, di(C.sub.1-C.sub.12alkyl)aminosulfonyl, C.sub.1-C.sub.12alkylsulfonylaminocarbonyl, C.sub.1-C.sub.12alkylcarbonylaminosulfonyl, C.sub.3-C.sub.12cycloalkyloxycarbonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylcarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.2-C.sub.12alkenoxycarbonyl, C.sub.2-C.sub.12alkynoxycarbonyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylaminothio, di(C.sub.1-C.sub.12alkyl)aminothio, unsubstituted or further substituted (hetero)arylcarbonylC.sub.1-C.sub.6alkyl, (hetero)arylcarbonyl, (hetero)aryloxycarbonyl, or (hetero)arylC.sub.1-C.sub.6alkyloxycarbonyl by 1 to 5 following groups: halo, NO.sub.2, cyano, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, or haloC.sub.1-C.sub.6alkoxy; or a salt thereof formed with an acid selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, and citric acid.

3. The substituted pyrimidine compound according to claim 2, wherein R.sub.1 is cyano, C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.6alkyl, cyanoC.sub.1-C.sub.6alkyl, cyanoC.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6alkoxycarbonylC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylaminocarbonylC.sub.1-C.sub.6alkyl, or di(C.sub.1-C.sub.6alkyl)aminocarbonylC.sub.1-C.sub.6alkyl; R.sub.2 is halo, cyano, C.sub.3-C.sub.6cycloalkyl, or C.sub.1-C.sub.6alkyl; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, C.sub.1-C.sub.6alkyl, and C.sub.1-C.sub.6alkoxy; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, selected independently from H or OH; X.sub.2 is N or CR.sub.7, X.sub.3 is N or CR.sub.8, X.sub.6 is N or CR.sub.11, within X.sub.2, X.sub.3, X.sub.6, at least one substituent is N; R.sub.6 is H; R.sub.7 is H, halo, cyano, or C.sub.1-C.sub.6alkyl; R.sub.8 is selected from the group consisting of H, halo, cyano, C.sub.1-C.sub.6alkyl, and C.sub.1-C.sub.6alkoxy; R.sub.9 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, haloC.sub.1-C.sub.6alkoxy, C.sub.3-C.sub.6cycloalkyl, C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6alkenoxy, haloC.sub.2-C.sub.6alkenoxy, C.sub.2-C.sub.6alkynoxy, haloC.sub.2-C.sub.6alkynoxy, C.sub.1-C.sub.6alkylthio, haloC.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylthioC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkylthioC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylsulfinyl, haloC.sub.1-C.sub.6alkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl, haloC.sub.1-C.sub.6alkylsulfonyl, C.sub.1-C.sub.6alkylaminosulfonyl, C.sub.1-C.sub.6alkylamino, haloC.sub.1-C.sub.6alkylamino, di(C.sub.1-C.sub.6alkyl)amino, C.sub.1-C.sub.6alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.6alkylaminocarbonyl, di(C.sub.1-C.sub.6alkyl)aminocarbonyl, cyanoC.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6alkoxycarbonylC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylaminocarbonylC.sub.1-C.sub.6alkyl, or di(C.sub.1-C.sub.6alkyl)aminocarbonylC.sub.1-C.sub.6alkyl; R.sub.10 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, haloC.sub.1-C.sub.6alkoxy, C.sub.3-C.sub.6cycloalkyl, C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6alkenoxy, haloC.sub.2-C.sub.6alkenoxy, C.sub.2-C.sub.6alkynoxy, haloC.sub.2-C.sub.6alkynoxy, C.sub.1-C.sub.6alkylthio, haloC.sub.1-C.sub.6alkylthio, C.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylthioC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkylthioC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylsulfinyl, haloC.sub.1-C.sub.6alkylsulfinyl, C.sub.1-C.sub.6alkylsulfonyl, haloC.sub.1-C.sub.6alkylsulfonyl, C.sub.1-C.sub.6alkylamino, haloC.sub.1-C.sub.6alkylamino, di(C.sub.1-C.sub.6alkyl)amino, C.sub.1-C.sub.6alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.6alkylaminocarbonyl, or di(C.sub.1-C.sub.6alkyl)aminocarbonyl; R.sub.11 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, haloC.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.6alkylaminocarbonyl, or di(C.sub.1-C.sub.6alkyl)aminocarbonyl; W is H or C.sub.1-C.sub.6alkyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylcarbonyl, or C.sub.1-C.sub.6alkylsulfonyl; or wherein the salt of formula I is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, or citric acid.

4. The substituted pyrimidine compound according to claim 3, wherein the substituted pyrimidine compound is represented by formula I-A, I-B, I-C, I-D, I-E, I-F, I-G, or I-H: ##STR00633## ##STR00634## wherein R.sub.1 is cyano or C.sub.1-C.sub.4alkyl; R.sub.2 is halo, cyano, C.sub.3-C.sub.4cycloalkyl, or C.sub.1-C.sub.4alkyl; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, C.sub.1-C.sub.4alkyl, and C.sub.1-C.sub.4alkoxy; R.sub.5b is H or OH; R.sub.7 is H, halo, cyano, or C.sub.1-C.sub.4alkyl; R.sub.8 is H, halo, cyano, C.sub.1-C.sub.4alkyl, or C.sub.1-C.sub.4alkoxy; R.sub.9 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkylthio, haloC.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylsulfinyl, haloC.sub.1-C.sub.4alkylsulfinyl, C.sub.1-C.sub.4alkylsulfonyl, haloC.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylaminosulfonyl, C.sub.1-C.sub.4alkylamino, haloC.sub.1-C.sub.4alkylamino, di(C.sub.1-C.sub.4alkyl)amino, C.sub.1-C.sub.4alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.4alkylaminocarbonyl, di(C.sub.1-C.sub.4alkyl)aminocarbonyl, cyanoC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkoxycarbonylC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylaminocarbonylC.sub.1-C.sub.4alkyl, or di(C.sub.1-C.sub.4alkyl)aminocarbonylC.sub.1-C.sub.4alkyl; R.sub.10 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.3-C.sub.4cycloalkyl, C.sub.2-C.sub.4alkenyl, C.sub.2-C.sub.4alkynyl, C.sub.2-C.sub.4alkenoxy, haloC.sub.2-C.sub.4alkenoxy, C.sub.2-C.sub.4alkynoxy, haloC.sub.2-C.sub.4alkynoxy, C.sub.1-C.sub.4alkylthio, haloC.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylsulfinyl, haloC.sub.1-C.sub.4alkylsulfinyl, C.sub.1-C.sub.4alkylsulfonyl, haloC.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylamino, haloC.sub.1-C.sub.4alkylamino, di(C.sub.1-C.sub.4alkyl)amino, C.sub.1-C.sub.4alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.4alkylaminocarbonyl, or di(C.sub.1-C.sub.4alkyl)aminocarbonyl; and R.sub.11 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.4alkylaminocarbonyl, or di(C.sub.1-C.sub.4alkyl)aminocarbonyl; or the salt of formula I-A, I-B, I-C, I-D, I-E, I-F, I-G, or I-H is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, maleic acid, sorbic acid, malic acid, or citric acid.

5. The substituted pyrimidine compound according to claim 4, wherein R.sub.1 is cyano, CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, n-C.sub.4H.sub.9, s-C.sub.4H.sub.9, i-C.sub.4H.sub.9, or t-C.sub.4H.sub.9; R.sub.2 is F, Cl, Br, cyano, CH.sub.3, or C.sub.2H.sub.5; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, Cl, Br, OH, amino, CH.sub.3, C.sub.2H.sub.5, OCH.sub.3, and OC.sub.2H.sub.5; R.sub.5b is H or OH; R.sub.7 is H, Cl, or cyano; R.sub.8 is H, Cl, Br, cyano, CH.sub.3, or OCH.sub.3; R.sub.9 is H, F, Cl, Br, cyano, HO(C═O), amino, NO.sub.2, CH.sub.3, C.sub.2H.sub.5, CF.sub.3, CClF.sub.2, OCH.sub.3, OC.sub.2H.sub.5, OCF.sub.3, COOCH.sub.3, COOC.sub.2H.sub.5, CONH.sub.2, CONHCH.sub.3, CONHC.sub.2H.sub.5, CON(CH.sub.3).sub.2, SO.sub.2CH.sub.3, or SO.sub.2NHCH.sub.3; R.sub.10 is H, Cl, cyano, CH.sub.3, C.sub.2H.sub.5, OCH.sub.3, or OC.sub.2H.sub.5; and R.sub.11 is H, F, Cl, Br, cyano, HO(C═O), amino, NO.sub.2, CH.sub.3, C.sub.2H.sub.5, CF.sub.3, CClF.sub.2, OCH.sub.3, OC.sub.2H.sub.5, OCF.sub.3, COOCH.sub.3, COOC.sub.2H.sub.5, CONH.sub.2, CONHCH.sub.3, CONHC.sub.2H.sub.5, or CON(CH.sub.3).sub.2; or the salt of formula I-A, I-B, I-C, I-D, I-E, I-F, I-G, or I—H is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, maleic acid, or benzoic acid.

6. The substituted pyrimidine compound according to claim 5, wherein the substituted pyrimidine compound is represented by formula I-A and wherein R.sub.1 is CH.sub.3 or C.sub.2H.sub.5; R.sub.2 is Cl, Br, or cyano; R.sub.3, R.sub.4, and R.sub.10 are H; R.sub.5b is H; R.sub.8 is H or Cl; R.sub.9 is H, Cl, cyano, CF.sub.3, CClF.sub.2, COOCH.sub.3, COOC.sub.2H.sub.5, or CONH.sub.2; and R.sub.11 is H, Cl, NO.sub.2, CF.sub.3, COOCH.sub.3, or CONHCH.sub.3; or wherein the substituted pyrimidine compound is represented by formula I-B and R.sub.1 is CH.sub.3, C.sub.2H.sub.5, or CHF.sub.2; R.sub.2 is Cl, Br, or cyano; R.sub.9 is Cl, Br, cyano, or CF.sub.3; and R.sub.3, R.sub.4, R.sub.5b, R.sub.10, and R.sub.11 are H; or wherein the substituted pyrimidine compound is represented by formula I-C and R.sub.1 is CH.sub.3, C.sub.2H.sub.5, or CHF.sub.2; R.sub.2 is Cl, Br, or cyano; R.sub.3, R.sub.4, R.sub.5b, and R.sub.9 are H; and R.sub.8 and R.sub.10 are CH.sub.3 or OCH.sub.3; or wherein the substituted pyrimidine compound is represented by formula I-D and R.sub.1 is CH.sub.3, C.sub.2H.sub.5, or CHF.sub.2; R.sub.2 is Cl, Br, or cyano; R.sub.3, R.sub.4, R.sub.5b, R.sub.8, and R.sub.10 are H; R.sub.9 is H, Cl, cyano, CF.sub.3, COOCH.sub.3, COOC.sub.2H.sub.5, or CONH.sub.2; and R.sub.11 is H, Cl, or CF.sub.3; or wherein the salt of formula I-A, I-B, I-C, or I-D is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, maleic acid, or benzoic acid.

7. The substituted pyrimidine compound according to claim 6, wherein the substituted pyrimidine compound is represented by formula I-A and wherein R.sub.1 is CH.sub.3 or C.sub.2H.sub.5; R.sub.2 is Cl, Br, or cyano; R.sub.3, R.sub.4, R.sub.5b, and R.sub.10 are H; R.sub.9 is Cl, cyano, or CF.sub.3; and R.sub.8 and R.sub.11 are H or Cl; or wherein the substituted pyrimidine compound is represented by formula I-B and R.sub.1 is CH.sub.3, C.sub.2H.sub.5, or CHF.sub.2; R.sub.2 and R.sub.9 are Cl, Br, or cyano; and R.sub.3, R.sub.4, R.sub.5b, R.sub.10, and R.sub.11 are H; or wherein the salt of formula I-A or I-B is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, maleic acid, or benzoic acid.

8. A substituted pyrimidine compound represented by formula II: ##STR00635## wherein R.sub.1 is C.sub.1-C.sub.12alkyl or C.sub.3-C.sub.8cycloalkyl; R.sub.2 is halo or cyano; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, C.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, and C.sub.3-C.sub.12cycloalkyl; or R.sub.3, R.sub.4 and conjoint carbon can also form a C.sub.3-C.sub.8 cycle; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H or OH; R.sub.6 is selected from H, OH, amino, C.sub.3-C.sub.12 cycloalkyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, halodi(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, halodi(C.sub.1-C.sub.12alkyl)aminocarbonyl, CONH.sub.2, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylcarbonyloxy, haloC.sub.1-C.sub.12alkylcarbonyloxy C.sub.1-C.sub.12alkoxycarbonyloxy, haloC.sub.1-C.sub.12alkoxycarbonyloxy, C.sub.1-C.sub.12alkylaminocarbonyloxy, haloC.sub.1-C.sub.12alkylaminocarbonyloxy, C.sub.1-C.sub.12alkylsulfonyloxy, haloC.sub.1-C.sub.12alkylsulfonyloxy, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy or haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, cyano, NO.sub.2, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12 cycloalkyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, halodi(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, halodi(C.sub.1-C.sub.12alkyl)aminocarbonyl, CONH.sub.2, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthiocarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylcarbonyloxy, haloC.sub.1-C.sub.12alkylcarbonyloxy, C.sub.1-C.sub.12alkoxycarbonyloxy, haloC.sub.1-C.sub.12alkoxycarbonyloxy, C.sub.1-C.sub.12alkylaminocarbonyloxy, haloC.sub.1-C.sub.12alkylaminocarbonyloxy, C.sub.1-C.sub.12alkyl sulfonyloxy, haloC.sub.1-C.sub.12alkyl sulfonyloxy, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy, and haloC.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy; W is H or C.sub.1-C.sub.12alkyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkylthio, C.sub.2-C.sub.12alkenylthio, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, di(C.sub.1-C.sub.12alkyl)aminosulfonyl, C.sub.1-C.sub.12alkylsulfonylaminocarbonyl, C.sub.1-C.sub.12alkylcarbonylaminosulfonyl, C.sub.3-C.sub.12cycloalkyloxycarbonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylcarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.2-C.sub.12alkenoxycarbonyl, C.sub.2-C.sub.12alkynoxycarbonyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylaminothio, di(C.sub.1-C.sub.12alkyl)aminothio, unsubstituted or further substituted (hetero)arylcarbonylC.sub.1-C.sub.6alkyl, (hetero)arylcarbonyl, (hetero)aryloxycarbonyl, or (hetero)arylC.sub.1-C.sub.6alkyloxycarbonyl by 1 to 5 following groups: halo, NO.sub.2, cyano, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, or haloC.sub.1-C.sub.6alkoxy; or a salt thereof formed with an acid selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, and citric acid.

9. The substituted pyrimidine compound according to claim 8, wherein R.sub.1 is C.sub.1-C.sub.6alkyl or C.sub.3-C.sub.6cycloalkyl; R.sub.2 is halo or cyano; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, and C.sub.3-C.sub.6cycloalkyl; or R.sub.3, R.sub.4 and conjoint carbon can also form a C.sub.3-C.sub.8 cycle; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, selected independently from H or OH; R.sub.6 is H or OH; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, cyano, NO.sub.2, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, haloC.sub.1-C.sub.6alkoxy, C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.6alkylamino, haloC.sub.1-C.sub.6alkylamino, di(C.sub.1-C.sub.6alkyl)amino, halodi(C.sub.1-C.sub.6alkyl)amino, C.sub.1-C.sub.6alkylaminocarbonyl, di(C.sub.1-C.sub.6alkyl)aminocarbonyl, halodi(C.sub.1-C.sub.6alkyl)aminocarbonyl, CONH.sub.2, C.sub.1-C.sub.6alkylthio, haloC.sub.1-C.sub.6alkylthio, C.sub.2-C.sub.6alkenyl, C.sub.2-C.sub.6alkynyl, C.sub.2-C.sub.6alkenoxy, haloC.sub.2-C.sub.6alkenoxy, C.sub.2-C.sub.6alkynoxy, haloC.sub.2-C.sub.6alkynoxy, C.sub.1-C.sub.6alkylsulfonyl, haloC.sub.1-C.sub.6alkylsulfonyl, C.sub.1-C.sub.6alkylcarbonyl, haloC.sub.1-C.sub.6alkylcarbonyl, C.sub.1-C.sub.6alkoxycarbonyl, haloC.sub.1-C.sub.6alkoxycarbonyl, C.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylthioC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkylthioC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxycarbonylC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkoxycarbonylC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylthiocarbonylC.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkylthiocarbonylC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylcarbonyloxy, haloC.sub.1-C.sub.6alkylcarbonyloxy, C.sub.1-C.sub.6alkoxycarbonyloxy, haloC.sub.1-C.sub.6alkoxycarbonyloxy, C.sub.1-C.sub.6alkylaminocarbonyloxy, haloC.sub.1-C.sub.6alkylaminocarbonyloxy, C.sub.1-C.sub.6alkylsulfonyloxy, haloC.sub.1-C.sub.6alkylsulfonyloxy, C.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkoxy, haloC.sub.1-C.sub.6alkoxyC.sub.1-C.sub.6alkoxy, C.sub.1-C.sub.6alkoxycarbonylC.sub.1-C.sub.6alkoxy, and haloC.sub.1-C.sub.6alkoxycarbonylC.sub.1-C.sub.6alkoxy; W is H or C.sub.1-C.sub.3alkyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkylsulfonyl or C.sub.1-C.sub.6alkylcarbonyl; or wherein the salt is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, or citric acid.

10. The substituted pyrimidine compound according to claim 9, wherein R.sub.1 is C.sub.1-C.sub.4alkyl or C.sub.3-C.sub.4cycloalkyl; R.sub.2 is F, Cl, Br, or cyano; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, halo, C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, and C.sub.3-C.sub.6cycloalkyl; or R.sub.3, R.sub.4 and conjoint carbon can also form a C.sub.3-C.sub.8 cycle; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, selected independently from H or OH; R.sub.6 is H or OH; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, amino, cyano, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.3-C.sub.4cycloalkyl, C.sub.1-C.sub.4alkylamino, haloC.sub.1-C.sub.4alkylamino, di(C.sub.1-C.sub.4alkyl)amino, halodi(C.sub.1-C.sub.4alkyl)amino, C.sub.1-C.sub.4alkylaminocarbonyl, di(C.sub.1-C.sub.4alkyl)aminocarbonyl, halodi(C.sub.1-C.sub.4alkyl)aminocarbonyl, CONH.sub.2, C.sub.1-C.sub.4alkylthio, haloC.sub.1-C.sub.4alkylthio, C.sub.2-C.sub.4alkenyl, C.sub.2-C.sub.4alkynyl, C.sub.2-C.sub.4alkenoxy, haloC.sub.2-C.sub.4alkenoxy, C.sub.2-C.sub.4alkynoxy, haloC.sub.2-C.sub.4alkynoxy, C.sub.1-C.sub.4alkylsulfonyl, haloC.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylcarbonyl, haloC.sub.1-C.sub.4alkylcarbonyl, C.sub.1-C.sub.4alkoxycarbonyl, haloC.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxycarbonylC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkoxycarbonylC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylthiocarbonylC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkylthiocarbonylC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylcarbonyloxy, haloC.sub.1-C.sub.4alkylcarbonyloxy, C.sub.1-C.sub.4alkoxycarbonyloxy, haloC.sub.1-C.sub.4alkoxycarbonyloxy, C.sub.1-C.sub.4alkylaminocarbonyloxy, haloC.sub.1-C.sub.4alkylaminocarbonyloxy, C.sub.1-C.sub.4alkylsulfonyloxy, haloC.sub.1-C.sub.4alkylsulfonyloxy, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkoxycarbonylC.sub.1-C.sub.4alkoxy, and haloC.sub.1-C.sub.4alkoxycarbonylC.sub.1-C.sub.4alkoxy; W is H or CH.sub.3; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylsulfonyl, or C.sub.1-C.sub.4alkylcarbonyl; or wherein the salt is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, maleic acid, sorbic acid, malic acid, or citric acid.

11. The substituted pyrimidine compound according to claim 10, wherein R.sub.1 is CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, n-C.sub.4H.sub.9, s-C.sub.4H.sub.9, i-C.sub.4H.sub.9, t-C.sub.4H.sub.9, cyclopropyl or cyclobutyl; R.sub.2 is F, Cl, Br, or cyano; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, Br, I, CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, n-C.sub.4H.sub.9, s-C.sub.4H.sub.9, i-C.sub.4H.sub.9, t-C.sub.4H.sub.9, OCH.sub.3, OC.sub.2H.sub.5, OC.sub.3H.sub.7-n, OC.sub.3H.sub.7-i, OC.sub.4H.sub.9-n, OC.sub.4H.sub.9-s, OC.sub.4H.sub.9-i, and OC.sub.4H.sub.9-t; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, selected independently from H or OH; R.sub.6 is H or OH; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, Br, I, cyano, amino, NO.sub.2, CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, n-C.sub.4H.sub.9, s-C.sub.4H.sub.9, i-C.sub.4H.sub.9, t-C.sub.4H.sub.9, CF.sub.3, CCl.sub.3, CClF.sub.2, CCl.sub.2F, CHCl.sub.2, CH.sub.2F, CHF.sub.2, OCH.sub.3, OC.sub.2H.sub.5, OC.sub.3H.sub.7-n, OC.sub.3H.sub.7-i, OC.sub.4H.sub.9-n, OC.sub.4H.sub.9-s, OC.sub.4H.sub.9-i, OC.sub.4H.sub.9-t, OCF.sub.3, OCH.sub.2CF.sub.3, COOCH.sub.3, COOC.sub.2H.sub.5, CONH.sub.2, CONHCH.sub.3, CONHC.sub.2H.sub.5, CONH(CH.sub.3).sub.2, methylsulfonyl, and trifluoromethylsulfonyl; W is H or CH.sub.3; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H; or wherein the salt is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, maleic acid, or benzoic acid.

12. The substituted pyrimidine compound according to claim 11, wherein R.sub.1 is CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, n-C.sub.4H.sub.9, s-C.sub.4H.sub.9, i-C.sub.4H.sub.9, t-C.sub.4H.sub.9, cyclopropyl or cyclobutyl; R.sub.2 is F, Cl, Br, or cyano; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, Br, I, CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, OCH.sub.3, OC.sub.2H.sub.5, OC.sub.3H.sub.7-n, and OC.sub.3H.sub.7-i; R.sub.5a, R.sub.5b, and R.sub.5c, are H; R.sub.6 is H; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, Br, I, cyano, NO.sub.2, CH.sub.3, C.sub.2H.sub.5, n-C.sub.3H.sub.7, i-C.sub.3H.sub.7, n-C.sub.4H.sub.9, s-C.sub.4H.sub.9, i-C.sub.4H.sub.9, t-C.sub.4H.sub.9, OCH.sub.3, OCF.sub.3, CF.sub.3, CCl.sub.3, CClF.sub.2, CCl.sub.2F, CHCl.sub.2, CH.sub.2F, CHF.sub.2, methylsulfonyl, and trifluoromethylsulfonyl; W is H or CH.sub.3; A is NH; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and or wherein the salt is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, maleic acid, or benzoic acid.

13. The substituted pyrimidine compound according to claim 12, wherein R.sub.1 is CH.sub.3 or C.sub.2H.sub.5; R.sub.2 is Cl or cyano; R.sub.3 and R.sub.4 are H; R.sub.5a, R.sub.5b, and R.sub.5c, are H; R.sub.6 is H; W is H or CH.sub.3; R.sub.7, R.sub.8, R.sub.9, R.sub.10, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, cyano, NO.sub.2, CH.sub.3, OCH.sub.3, OCF.sub.3, CF.sub.3, and methylsulfonyl; A is NH; and B is —CH.sub.2— or —CH.sub.2CH.sub.2—; or wherein the salt is formed with hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid, or trifluoroacetic acid.

14. A substituted pyrimidine compound represented by formula III: ##STR00636## wherein R.sub.1 is C.sub.1-C.sub.12alkyl, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, or haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl; R.sub.2 is halo, cyano, C.sub.1-C.sub.12alkyl, or haloC.sub.1-C.sub.12alkoxy; W is H, halo, C.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthio, or C.sub.1-C.sub.12alkylsulfonyl; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, C.sub.1-C.sub.12alkyl, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, unsubstituted or further substituted arylC.sub.1-C.sub.6alkyl or heteroarylC.sub.1-C.sub.6alkyl by 1 to 5 following groups: halo, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, and haloC.sub.1-C.sub.6alkoxy; or R.sub.3, R.sub.4 and conjoint carbon can also form a C.sub.3-C.sub.58 cycle; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.3-C.sub.12alkenoxy, haloC.sub.3-C.sub.12alkenoxy, C.sub.3-C.sub.12alkynoxy, haloC.sub.3-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkylcarbonyloxy, C.sub.1-C.sub.12alkylcarbonylamino, C.sub.1-C.sub.12alkylsulfonyloxy, C.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylamino, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxy, and C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkoxy; X.sub.2 is N or CR.sub.7; X.sub.3 is N or CR.sub.8; X.sub.4 is N or CR.sub.9; X.sub.6 is N or CR.sub.11; however, X.sub.2, X.sub.3, X.sub.4, and X.sub.6 are not simultaneously N; R.sub.7, R.sub.8, R.sub.9, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.1-C.sub.12alkylsulfonyl, and haloC.sub.1-C.sub.12alkylsulfonyl; R.sub.10 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, C.sub.2-C.sub.12alkenoxy, haloC.sub.2-C.sub.12alkenoxy, C.sub.2-C.sub.12alkynoxy, haloC.sub.2-C.sub.12alkynoxy, C.sub.1-C.sub.12alkylthio, haloC.sub.1-C.sub.12alkylthio, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, C.sub.1-C.sub.12alkylamino, haloC.sub.1-C.sub.12alkylamino, di(C.sub.1-C.sub.12alkyl)amino, C.sub.1-C.sub.12alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonylC.sub.1-C.sub.12alkyl, or di(C.sub.1-C.sub.12alkyl)aminocarbonylC.sub.1-C.sub.12alkyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxy, haloC.sub.1-C.sub.12alkoxy, C.sub.3-C.sub.12cycloalkyl, C.sub.1-C.sub.12alkylthio, C.sub.2-C.sub.12alkenylthio, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, haloC.sub.2-C.sub.12alkenyl, haloC.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, haloC.sub.1-C.sub.12alkylthioC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylsulfinyl, haloC.sub.1-C.sub.12alkylsulfinyl, C.sub.1-C.sub.12alkylsulfonyl, haloC.sub.1-C.sub.12alkylsulfonyl, C.sub.1-C.sub.12alkylaminosulfonyl, di(C.sub.1-C.sub.12alkyl)aminosulfonyl, C.sub.1-C.sub.12alkylsulfonylaminocarbonyl, C.sub.1-C.sub.12alkylcarbonylaminosulfonyl, C.sub.3-C.sub.12cycloalkyloxycarbonyl, C.sub.1-C.sub.12alkylcarbonyl, haloC.sub.1-C.sub.12alkylcarbonyl, C.sub.1-C.sub.12alkoxycarbonyl, haloC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylcarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkoxycarbonylC.sub.1-C.sub.12alkyl, C.sub.1-C.sub.12alkylaminocarbonyl, di(C.sub.1-C.sub.12alkyl)aminocarbonyl, C.sub.2-C.sub.12alkenoxycarbonyl, C.sub.2-C.sub.12alkynoxycarbonyl, C.sub.1-C.sub.12alkoxyC.sub.1-C.sub.12alkoxycarbonyl, C.sub.1-C.sub.12alkylaminothio, di(C.sub.1-C.sub.12alkyl)aminothio, unsubstituted or further substituted (hetero)arylcarbonylC.sub.1-C.sub.6alkyl, (hetero)arylcarbonyl, (hetero)aryloxycarbonyl, or (hetero)arylC.sub.1-C.sub.6alkyloxycarbonyl by 1 to 5 following groups: halo, NO.sub.2, cyano, C.sub.1-C.sub.6alkyl, haloC.sub.1-C.sub.6alkyl, C.sub.1-C.sub.6alkoxy, or haloC.sub.1-C.sub.6alkoxy; or a salt thereof formed with an acid selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, and citric acid.

15. The substituted pyrimidine compound according to claim 14, wherein R.sub.1 is C.sub.1-C.sub.8alkyl, C.sub.3-C.sub.8cycloalkyl, C.sub.2-C.sub.8alkenyl, haloC.sub.2-C.sub.8alkenyl, C.sub.2-C.sub.8alkynyl, haloC.sub.2-C.sub.8alkynyl, C.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl, or haloC.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl; R.sub.2 is halo, cyano, C.sub.1-C.sub.8alkyl, or haloC.sub.1-C.sub.8alkoxy; W is H, halo, C.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylthio, or C.sub.1-C.sub.8alkylsulfonyl; R.sub.3 and R.sub.4, may be the same or different, and are each selected independently from the group consisting of H, C.sub.1-C.sub.8alkyl, C.sub.3-C.sub.8cycloalkyl, C.sub.2-C.sub.8alkenyl, C.sub.2-C.sub.8alkynyl, haloC.sub.2-C.sub.8alkenyl, haloC.sub.2-C.sub.8alkynyl, C.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl, unsubstituted or further substituted arylC.sub.1-C.sub.4alkyl or heteroarylC.sub.1-C.sub.4alkyl by 1 to 3 following groups: halo, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, and haloC.sub.1-C.sub.4alkoxy; or R.sub.3, R.sub.4 and conjoint carbon can also form a C.sub.3-C.sub.8 cycle; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H, C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.8alkylthio, haloC.sub.1-C.sub.8alkylthio C.sub.3-C.sub.8alkenoxy, haloC.sub.3-C.sub.8alkenoxy, C.sub.3-C.sub.8alkynoxy, haloC.sub.3-C.sub.8alkynoxy, C.sub.1-C.sub.8alkylsulfinyl, haloC.sub.1-C.sub.8alkylsulfinyl, C.sub.1-C.sub.8alkylsulfonyl, haloC.sub.1-C.sub.8alkylsulfonyl, C.sub.1-C.sub.8alkylcarbonyl, haloC.sub.1-C.sub.8alkylcarbonyl, C.sub.1-C.sub.8alkylcarbonyloxy, C.sub.1-C.sub.8alkylcarbonylamino, C.sub.1-C.sub.8alkylsulfonyloxy, C.sub.1-C.sub.8alkoxycarbonyl, C.sub.1-C.sub.8alkoxycarbonylC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkoxycarbonylamino, C.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkoxy, and C.sub.1-C.sub.8alkoxycarbonylC.sub.1-C.sub.8alkoxy; X.sub.2 is N or CR.sub.7; X.sub.3 is N or CR.sub.8; X.sub.4 is N or CR.sub.9; X.sub.6 is N or CR.sub.11; however, X.sub.2, X.sub.3, X.sub.4, and X.sub.6 are not simultaneously N; R.sub.7, R.sub.8, R.sub.9, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkoxy, haloC.sub.1-C.sub.8alkoxy, C.sub.1-C.sub.8alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.8alkylaminocarbonyl, di(C.sub.1-C.sub.8alkyl)aminocarbonyl, C.sub.1-C.sub.8alkylsulfonyl, and haloC.sub.1-C.sub.8alkylsulfonyl; R.sub.10 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkoxy, haloC.sub.1-C.sub.8alkoxy, C.sub.3-C.sub.8cycloalkyl, C.sub.2-C.sub.8alkenyl, C.sub.2-C.sub.8alkynyl, C.sub.2-C.sub.8alkenoxy, haloC.sub.2-C.sub.8alkenoxy, C.sub.2-C.sub.8alkynoxy, haloC.sub.2-C.sub.8alkynoxy, C.sub.1-C.sub.8alkylthio, haloC.sub.1-C.sub.8alkylthio, C.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylthioC.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkylthioC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylsulfinyl, haloC.sub.1-C.sub.8alkylsulfinyl, C.sub.1-C.sub.8alkylsulfonyl, haloC.sub.1-C.sub.8alkylsulfonyl, C.sub.1-C.sub.8alkylaminosulfonyl, C.sub.1-C.sub.8alkylamino, haloC.sub.1-C.sub.8alkylamino, di(C.sub.1-C.sub.8alkyl)amino, C.sub.1-C.sub.8alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.8alkylaminocarbonyl, di(C.sub.1-C.sub.8alkyl)aminocarbonyl, cyanoC.sub.1-C.sub.8alkoxy, C.sub.1-C.sub.8alkoxycarbonylC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylaminocarbonylC.sub.1-C.sub.8alkyl, and di(C.sub.1-C.sub.8alkyl)aminocarbonylC.sub.1-C.sub.8alkyl; A is NR.sub.12; B is —CH.sub.2— or —CH.sub.2CH.sub.2—; and R.sub.12 is H, OH, H(C)═O, C.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkoxy, haloC.sub.1-C.sub.8alkoxy, C.sub.3-C.sub.8cycloalkyl, C.sub.1-C.sub.8alkylthio, C.sub.2-C.sub.8alkenylthio, C.sub.2-C.sub.8alkenyl, C.sub.2-C.sub.8alkynyl, haloC.sub.2-C.sub.8alkenyl, haloC.sub.2-C.sub.8alkynyl, C.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylthioC.sub.1-C.sub.8alkyl, haloC.sub.1-C.sub.8alkylthioC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylsulfinyl, haloC.sub.1-C.sub.8alkylsulfinyl, C.sub.1-C.sub.8alkylsulfonyl, haloC.sub.1-C.sub.8alkylsulfonyl, C.sub.1-C.sub.8alkylaminosulfonyl, di(C.sub.1-C.sub.8alkyl)aminosulfonyl, C.sub.1-C.sub.8alkylsulfonylaminocarbonyl, C.sub.1-C.sub.8alkylcarbonylaminosulfonyl, C.sub.3-C.sub.8cycloalkyloxycarbonyl, C.sub.1-C.sub.8alkylcarbonyl, haloC.sub.1-C.sub.8alkylcarbonyl, C.sub.1-C.sub.8alkoxycarbonyl, haloC.sub.1-C.sub.8alkoxycarbonyl, C.sub.1-C.sub.8alkylcarbonylC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkoxycarbonylC.sub.1-C.sub.8alkyl, C.sub.1-C.sub.8alkylaminocarbonyl, di(C.sub.1-C.sub.8alkyl)aminocarbonyl, C.sub.2-C.sub.8alkenoxycarbonyl, C.sub.2-C.sub.8alkynoxycarbonyl, C.sub.1-C.sub.8alkoxyC.sub.1-C.sub.8alkoxycarbonyl, C.sub.1-C.sub.8alkylaminothio, di(C.sub.1-C.sub.8alkyl)aminothio, unsubstituted or further substituted (hetero)arylcarbonylC.sub.1-C.sub.6alkyl, (hetero)arylcarbonyl, (hetero)aryloxycarbonyl, or (hetero)arylC.sub.1-C.sub.6alkyloxycarbonyl by 1 to 3 following groups: halo, NO.sub.2, cyano, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, or haloC.sub.1-C.sub.4alkoxy; or a salt thereof formed with an acid selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, and citric acid.

16. The substituted pyrimidine compound according to claim 15, wherein R.sub.1 is C.sub.1-C.sub.4alkyl, C.sub.3-C.sub.6cycloalkyl, C.sub.2-C.sub.4alkenyl, haloC.sub.2-C.sub.4alkenyl, C.sub.2-C.sub.4alkynyl, haloC.sub.2-C.sub.4alkynyl, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, or haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl; R.sub.2 is halo or cyano; W is H or CH.sub.3; R.sub.3 and R.sub.4 are H, CH.sub.3, or C.sub.2H.sub.5; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H, C.sub.3-C.sub.6cycloalkyl, C.sub.1-C.sub.4alkylthio, haloC.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.4alkylsulfinyl, C.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylcarbonyl, and C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkoxy; X.sub.2 is N or CR.sub.7; X.sub.3 is N or CR.sub.8; X.sub.4 is N or CR.sub.9; X.sub.6 is N or CR.sub.11; however, X.sub.2, X.sub.3, X.sub.4, and X.sub.6 are not simultaneously N; R.sub.7, R.sub.8, R.sub.9, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.4alkylaminocarbonyl, di(C.sub.1-C.sub.4alkyl)aminocarbonyl, C.sub.1-C.sub.4alkylsulfonyl, and haloC.sub.1-C.sub.4alkylsulfonyl; R.sub.10 is H, halo, OH, cyano, HO(C═O), amino, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.3-C.sub.4cycloalkyl, C.sub.2-C.sub.4alkenyl, C.sub.2-C.sub.4alkynyl, C.sub.2-C.sub.4alkenoxy, haloC.sub.2-C.sub.4alkenoxy, C.sub.2-C.sub.4alkynoxy, haloC.sub.2-C.sub.4alkynoxy, C.sub.1-C.sub.4alkylthio, haloC.sub.1-C.sub.4alkylthio, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkylthioC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylsulfinyl, haloC.sub.1-C.sub.4alkylsulfinyl, C.sub.1-C.sub.4alkylsulfonyl, haloC.sub.1-C.sub.4alkylsulfonyl, C.sub.1-C.sub.4alkylaminosulfonyl, C.sub.1-C.sub.4alkylamino, haloC.sub.1-C.sub.4alkylamino, di(C.sub.1-C.sub.4alkyl)amino, C.sub.1-C.sub.4alkoxycarbonyl, CONH.sub.2, C.sub.1-C.sub.4alkylaminocarbonyl, di(C.sub.1-C.sub.4alkyl)aminocarbonyl, cyanoC.sub.1-C.sub.12alkoxy, C.sub.1-C.sub.4alkoxycarbonylC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkylaminocarbonylC.sub.1-C.sub.4alkyl, or di(C.sub.1-C.sub.4alkyl)aminocarbonylC.sub.1-C.sub.4alkyl; A is NH; and B is —CH.sub.2— or —CH.sub.2CH.sub.2—; or wherein the salt is formed with hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, or citric acid.

17. The substituted pyrimidine compound according to claim 16, wherein the substituted pyrimidine compound is represented by formula III-A, III-B, III-C, III-D, III-E, III-F, III-G, III-H, III-I, or III-J: ##STR00637## ##STR00638## wherein R.sub.1 is C.sub.1-C.sub.4alkyl, C.sub.3-C.sub.6cycloalkyl, C.sub.2-C.sub.4alkenyl, C.sub.2-C.sub.4alkynyl, C.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl, or haloC.sub.1-C.sub.4alkoxyC.sub.1-C.sub.4alkyl; R.sub.2 is halo or cyano; W is H or CH.sub.3; R.sub.3 and R.sub.4 is H, CH.sub.3, or C.sub.2H.sub.5; R.sub.5a, R.sub.5b, and R.sub.5c, may be the same or different, and are each selected independently from the group consisting of H and C.sub.1-C.sub.4alkylcarbonyl; R.sub.7, R.sub.8, R.sub.9, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, Br, I, cyano, HO(C═O), NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylaminocarbonyl, di(C.sub.1-C.sub.4alkyl)aminocarbonyl, C.sub.1-C.sub.4alkylsulfonyl, and haloC.sub.1-C.sub.4alkylsulfonyl; R.sub.10 is H, F, Cl, Br, I, cyano, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkylsulfonyl, or haloC.sub.1-C.sub.4alkylsulfonyl; and A is NH; or wherein the salt of formula III-A, III-B, III-C, III-D, III-E, III-F, III-G, III-H, III-I, or III-J is formed with hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, or citric acid.

18. The substituted pyrimidine compound according to claim 17, wherein the substituted pyrimidine compound is represented by formula III-A and wherein R.sub.1 is CH.sub.3, or C.sub.2H.sub.5; R.sub.2 is halo or cyano; W is H or CH.sub.3; R.sub.3 and R.sub.4 are H; R.sub.5a and R.sub.5c are H; R.sub.5b is H; R.sub.7, R.sub.8, R.sub.9, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, Br, cyano, NO.sub.2, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, haloC.sub.1-C.sub.4alkoxy, C.sub.1-C.sub.4alkoxycarbonyl, C.sub.1-C.sub.4alkylaminocarbonyl, di(C.sub.1-C.sub.4alkyl)aminocarbonyl, C.sub.1-C.sub.4alkylsulfonyl, and haloC.sub.1-C.sub.4alkylsulfonyl; R.sub.10 is H, F, Cl, Br, I, cyano, NO.sub.2, methylsulfonyl, C.sub.1-C.sub.4alkyl, haloC.sub.1-C.sub.4alkyl, C.sub.1-C.sub.4alkoxy, or haloC.sub.1-C.sub.4alkoxy; and A is NH; or wherein the salt of formula III-A is formed with hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, or citric acid.

19. The substituted pyrimidine compound according to claim 18, wherein R.sub.1 is Cl, CH.sub.3 or C.sub.2H.sub.5; R.sub.2 is cyano; W is H or CH.sub.3; R.sub.3 and R.sub.4 are H; R.sub.5a and R.sub.5c are H; R.sub.5b is H; R.sub.7, R.sub.8, R.sub.9, and R.sub.11, may be the same or different, and are each selected independently from the group consisting of H, F, Cl, CH.sub.3, cyano, NO.sub.2, CF.sub.3, CClF.sub.2, CCl.sub.3, OCH.sub.3, OCF.sub.3, OCH.sub.2CF.sub.3, methylsulfonyl, and trifluorosulfonyl; R.sub.10 is H, F, Cl, CH.sub.3, cyano, NO.sub.2, methylsulfonyl, CF.sub.3, CClF.sub.2, OCH.sub.3, OCF.sub.3, or OCH.sub.2CF.sub.3; and A is NH; or wherein the salt of formula III-A is formed with hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methylsulfonic acid, p-toluenesulfonic acid, benzoic acid, alizaric acid, maleic acid, sorbic acid, malic acid, or citric acid.

20. A fungicidal, insecticidal, or acaricidal composition comprising one or more compounds according to claim 1 as an active ingredient, wherein the weight percentage of the active ingredient in the composition is 0.1-99%.

21. A fungicidal, insecticidal, or acaricidal composition comprising one or more compounds according to claim 2 as an active ingredient, wherein the weight percentage of the active ingredient in the composition is 0.1-99%.

22. A method to control fungus, insects, and/or mites which comprises contacting an effective dose of the composition of claim 20 with the fungus, insects, and/or mites, or its growth medium.

23. A method to control fungus, insects, and/or mites which comprises contacting an effective dose of the composition of claim 21 with the fungus, insects, and/or mites, or its growth medium.

24. A fungicidal, insecticidal, or acaricidal composition comprising one or more compounds according to claim 8 as an active ingredient, wherein the weight percentage of the active ingredient in the composition is 0.1-99%.

25. A method to control fungus, insects, and/or mites which comprises contacting an effective dose of the composition of claim 24 with the fungus, insects, and/or mites, or its growth medium.

26. A fungicidal, insecticidal, or acaricidal composition comprising one or more compounds according to claim 14 as an active ingredient, wherein the weight percentage of the active ingredient in the composition is 0.1-99%.

27. A method to control fungus, insects, and/or mites which comprises contacting an effective dose of the composition of claim 26 with the fungus, insects, and/or mites, or its growth medium.

Description

DETAILED DESCRIPTION OF THE INVENTION

(1) The present invention is illustrated by the following examples, but without being restricted thereby. (All raw materials are commercially available unless otherwise specified.)

PREPARATION EXAMPLES

Example 1: The Preparation of Intermediate 4,5-dichloro-6-methylpyrimidine

1) The Preparation of 4-hydroxyl-5-chloro-6-methylpyrimidine

(2) ##STR00524##

(3) 8.80 g (0.16 mol) of CH.sub.3ONa in methanol was added slowly to a solution of 11.30 g (0.11 mol) of formimidamide in 50 mL of methanol at room temperature under stirring, the mixture was stirred for another 2 hrs after addition at room temperature. Followed by addition of 11.17 g (0.068 mol) of ethyl 2-chloro-3-oxobutanoate, the mixture was continued stirring for another 5-7 hrs at room temperature. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure and pH was adjusted to 5-6 with HCl, and then filtered to afford orange-yellow solid, the water phase was extracted with ethyl acetate (3×50 mL), dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was dissolved to 50 ml of ethyl acetate, stand overnight to obtain 6.48 g as orange-yellow solid with yield of 66%. m.p. 181-184° C.

2) The Preparation of Intermediate 4,5-dichloro-6-methylpyrimidine

(4) ##STR00525##

(5) 50 ml of POCl.sub.3 was added dropwise to a solution of 14.5 g (0.1 mol) of 4-hydroxyl-5-chloro-6-methylpyrimidine in 50 mL of toluene, the mixture was refluxed for 5-7 hrs after addition. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure to remove toluene and extra POCl.sub.3, and then poured into ice water. The water phase was extracted with ethyl acetate (3×50 mL), the organic phases were emerged, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was purified through silica column to give 14.43 g as yellow liquid with yield of 88.5%.

Example 2: The Preparation of Intermediate 4,5-dichloro-6-(difluoromethyl)pyrimidine

1) The Preparation of 2-dichloro-4,4-difluoro-3-oxobutanoate

(6) ##STR00526##

(7) 177.46 g (1.33 mol) of sulfonyl chloride in 200 mL dichloromethane was added slowly to a solution of 200.00 g (1.20 mol) of ethyl 4,4-difluoro-3-oxobutanoate in 300 mL of dichloromethane at room temperature under stirring for 3 hrs, then a lot of gas released out after addition, the mixture was continued stirring for another 5-7 hrs at room temperature. After the reaction was over by Thin-Layer Chromatography monitoring, the excess solvent and sulfonyl chloride were concentrated under reduced pressure to obtain 240 g as faint yellow liquid.

2) The Preparation of 4-hydroxyl-5-chloro-6-(difluoromethyl)pyrimidine

(8) ##STR00527##

(9) A solution of 71.9 g (0.70 mol) of formimidamide in 150 mL of methanol was stirred at 5-10° C., 64.6 g (1.20 mol) of CH.sub.3ONa in methanol prepared and cooled to room temperature ahead of time was added slowly to the above solution under stirring, followed by addition of 100 g (0.50 mol) of ethyl 2-chloro-4,4-difluoro-3-oxobutanoate in 100 ml of methanol, the mixture was continued stirring for another 3-4 hrs at room temperature. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure and pH was adjusted to 5-6 with HCl, and then filtered to afford 65 g as white solid with yield of 73%. m.p. 204-206° C.

3) The Preparation of 4,5-dichloro-6-(difluoromethyl)pyrimidine

(10) ##STR00528##

(11) 100 ml of POCl.sub.3 was added dropwise to a solution of 65.0 g (0.36 mol) of 4-hydr oxyl-5-chloro-6-(difluoromethyl)pyrimidin in 150 mL of toluene, the mixture was refluxed for 3-5 hrs after addition. After the reaction was over by Thin-Layer Chromatography monitoring, the reaction mixture was concentrated under reduced pressure to remove toluene and extra POCl.sub.3, and then poured into ice water. The water phase was extracted with ethyl acetate (3×50 mL), the organic phases were emerged, washed with saturated sodium bicarbonate, dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was purified through silica column to give 64.5 g as yellow liquid, cooled to be solid in refrigerator with yield of 9 0%.

Example 3: The Preparation of 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine

1) The Preparation of 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)acetonitrile

(12) ##STR00529##

(13) To a solution of 2-chloro-5-(trifluoromethyl)pyridine 18.15 g (0.1 mol) and 2-(4-hydroxyphenyl)acetonitrile 15.96 g (0.12 mol) in 200 mL butanone was added potassium carbonate 27.60 g (0.2 mol). The reaction mixture was continued stirring and heating to reflux for 4-10 hrs, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure. Then the mixture was poured into 200 mL of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of 5% aqueous solution of NaOH, and 50 mL of brine successively, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:5, as an eluent) to obtain 22.50 g target intermediate as white solid with yield of 81.5%, m.p. 48-49 □.

2) The Preparation of 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine

(14) ##STR00530##

(15) To a solution of 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)acetonitrile 2.78 g (0.01 mol), Raney nickel (1.0 g) and 10 mL of 25% aqueous ammonia in 50 mL ethanol was filled with hydrogen, then the reaction mixture was continued stirring at room temperature for 3-15 hrs and monitored by TLC until the reaction was over, Raney nickel was filtered, the solution was concentrated under reduced pressure to give sticky oil cooled to obtain 2.20 g target intermediate as white solid with yield of 78%, m.p. 82-83° C.

Example 4: The Preparation of 4-(2-(5-chloro-6-methylpyrimidin-4-ylamino)ethyl)phenol

(16) ##STR00531##

(17) To a solution of 4-(2-aminoethyl)phenol 1.13 g (0.01 mol) and triethylamine 2.02 g (0.02 mol) in 50 mL toluene was dropwise added 4,5-dichloro-6-methylpyrimidine 1.63 g (0.01 mol). The reaction mixture was continued stirring for 4-10 hrs, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 2.10 g target intermediate as white solid with yield of 88%, m.p. 177-179° C.

Example 5: The Preparation of Intermediate 2-(4-(3,5,6-trichloropyridin-2-yloxy)phenyl)ethanamine

1) tert-butyl 4-hydroxyphenethylcarbamate

(18) ##STR00532##

(19) To a solution of 4-(2-aminoethyl)phenol 11.3 g (0.1 mol) and sodium bicarbonate 10.08 g (0.12 mol) in 80 mL tetrahydrofuran was dropwise added di-tert-butyl dicarbonate 21.80 g (0.1 mol) at room temperature, then the reaction mixture was continued stirring for 4-10 hrs, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure. Then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 17.15 g target intermediate as white solid with yield of 81%, m.p. 48-49° C. 2) The Preparation of tert-butyl 4-(3,5,6-trichloropyridin-2-yloxy)phenethylcarbamate

(20) ##STR00533##

(21) To a solution of tert-butyl 4-hydroxyphenethylcarbamate 2.37 g (0.01 mol) and 2,3,5,6-tetrachloropyridine 2.17 g (0.01 mol) in 50 mL butanone was added potassium carbonate 2.76 g (0.02 mol). The reaction mixture was continued stirring and heating to reflux for 4-10 hrs, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:5, as an eluent) to obtain 3.55 g target intermediate as white solid with yield of 82%, m.p. 48-49° C.

3) The Preparation of 2-(4-(3,5,6-trichloropyridin-2-yloxy)phenyl)ethanamine hydrochloride

(22) ##STR00534##

(23) To a solution of tert-butyl 4-(3,5,6-trichloropyridin-2-yloxy)phenethylcarbamate 4.17 g (0.01 mol) in 50 mL ethyl acetate was dropwise added 15 mL concentrated hydrochloric acid. The reaction mixture was Gradually dissolved and continued stirring for 4-5 hrs, then a large amount of solid was precipitated and filtered, the filter cake was washed with 50 mL ethyl acetate to obtain 3.0 g target intermediate as white solid with yield of 88%, m.p. 48-49° C.

Example 6: The Preparation of Compound I-22

(24) ##STR00535##

(25) To a solution of 4,5-dichloro-6-methylpyrimidine 1.63 g (0.01 mol) and 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine 2.82 g (0.01 mol) in 50 mL toluene was added triethylamine 2.02 g (0.02 mol) after the reaction mixture was dissolved. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 3.25 g compound I-22 as white solid with yield of 80%, m.p. 98-99° C.

(26) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ(ppm): 2.46 (3H, s), 2.97 (2H, t), 3.79 (2H, q), 5.47 (1H, t), 7.01 (1H, d), 7.12 (2H, d), 7.29 (2H, d), 7.90 (1H, d), 8.40 (1H, d), 8.44 (1H, s).

Example 7: The Preparation of Compound I-254

(27) ##STR00536##

(28) To a solution of 1.77 g (0.01 mol) 4,5-dichloro-6-ethylpyrimidine (the preparation refers to Example 1, the difference is replacing ethyl 2-chloro-3-oxobutanoate to ethyl 2-chloro-3-oxopentanoate) and 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine 2.82 g (0.01 mol) in 50 mL toluene was added triethylamine 2.02 g (0.02 mol). The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 3.56 g compound I-254 as white solid with yield of 83%, m.p. 76˜78° C.

(29) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ(ppm): 1.26 (3H, t), 2.79 (2H, q), 2.77 (4H, m), 2.97 (2H, t), 3.79 (2H, q), 5.51 (1H, t), 7.00 (1H, d), 7.11 (2H, d), 7.29 (2H, d), 7.89 (1H, d), 8.44 (2H, m).

Example 8: The Preparation of Compound I-483

(30) ##STR00537##

(31) To a solution of 4-(2-(5-chloro-6-methylpyrimidin-4-ylamino)ethyl)phenol 2.64 g (0.01 mol) and 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine 2.33 g (0.01 mol) in 30 mL N,N-dimethyl formamide was added potassium carbonate 2.76 g (0.02 mol). The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 3.77 g compound I-483 as colorless oil with yield of 82%.

(32) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.45 (3H, s), 2.96 (2H, t), 3.72-3.84 (2H, q), 5.45 (1H, t), 7.13 (2H, d), 7.29 (2H, d), 7.99 (1H, d), 8.27 (1H, s), 8.40 (1H, s).

Example 9: The Preparation of Compound I-583

(33) ##STR00538##

(34) To a solution of 2.78 g (0.01 mol) 4-(2-(5-chloro-6-ethylpyrimidin-4-ylamino)ethyl)phenol (the preparation refers to Example 3, the difference is replacing 4,5-dichloro-6-methylpyrimidine to 4,5-dichloro-6-ethylpyrimidine) and 2,3,5-trichloropyridine 1.83 g (0.01 mol) in 30 mL N,N-dimethyl formamide was added potassium carbonate 2.76 g (0.02 mol). The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 3.50 g compound I-583 as colorless oil with yield of 83%, m.p. 53-54° C.

(35) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.26 (3H, t), 2.79 (2H, q), 2.96 (2H, q), 3.77 (2H, q), 5.47 (1H, t), 7.11 (2H, d), 7.28 (2H, d), 7.77 (1H, s), 8.45 (1H, s).

Example 10: The Preparation of Compound I-2342

(36) ##STR00539##

(37) To a solution of 4,5-dichloro-6-(difluoromethyl)pyrimidine 1.99 g (0.01 mol) and 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine 2.82 g (0.01 mol) in 50 mL toluene was added triethylamine 2.02 g (0.02 mol) after the reaction mixture was dissolved. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 3.82 g compound I-2342 as white solid with yield of 86%, m.p. 102-103° C.

(38) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 8.581 (s, 1H, pyrimidine-H), 8.439 (s, 1H, pyridine-6-H), 7.891-7.927 (d, 1H, pyridine-4-H), 7.008-7.037 (d, 1H, pyridine-3-H), 7.111-7.310 (dd, 4H, Ar—H), 6.547-6.904 (t, 1H, F.sub.2C—H, 5.747 (s, 1H, NH), 3.815-3.882 (q, 2H, N—CH.sub.2—C), 2.964-3.010 (t, 2H, C—CH.sub.2—Ar).

Example 11: The Preparation of Compound I-2574

(39) ##STR00540##

(40) To a solution of 1.99 g (0.01 mol) 4,5-dichloro-6-(difluoromethyl)pyrimidine and 2.82 g (0.01 mol) 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine (the preparation refers to Example 3) in 50 mL toluene was added triethylamine 2.02 g (0.02 mol) after the reaction mixture was dissolved. The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 4.16 g compound I-2574 as white solid with yield of 84%.

(41) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): δ 8.577 (s, 1H, pyrimidine-H), 8.270 (s, 1H, pyridine-6-H), 7.981-7.987 (d, 1H, pyridine-4-H), 7.128-7.319 (dd, 4H, Ar—H), 6.716 (t, 1H, F.sub.2C—H), 3.843-3.864 (q, 2H, N—CH.sub.2—C), 2.970-3.016 (t, 2H, C—CH.sub.2—Ar).

Example 12: The Preparation of Compound I-2748

(42) ##STR00541##

(43) To a solution of 2.17 g (0.01 mol) 4,5-dichloro-6-(trifluoromethyl)pyrimidine (the preparation refers to Example 1) and 3.19 g (0.01 mol) 2-(4-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)ethanamine in 50 mL toluene was added triethylamine 2.02 g (0.02 mol). The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 4.07 g compound I-2748 as white solid with yield of 88%, m.p. 96-97° C.

(44) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 8.577 (s, 1H, pyrimidine-H), 8.436 (s, 1H, pyridine-6-H), 7.892-7.920 (d, 1H, pyridine-4-H), 7.010-7.039 (d, 1H, pyridine-3-H), 7.115-7.313 (dd, 4H, Ar—H), 5.898 (s, 1H, NH), 3.825-3.890 (q, 2H, N—CH.sub.2—C), 2.966-3.014 (t, 2H, C—CH.sub.2—Ar).

Example 13: The Preparation of Compound I-3309

(45) ##STR00542##

(46) To a solution of 1.77 g (0.01 mol) 4,5-dichloro-6-ethylpyrimidine and 2.50 g (0.01 mol) 2-(4-(6-chloropyridazin-3-yloxy)phenyl)ethanamine (the preparation refers to Example 3, the difference is replacing 2-chloro-5-(trifluoromethyl)pyridine to 3,6-dichloropyridazine) in 50 mL toluene was added 2.02 g (0.02 mol)triethylamine after the reaction mixture was dissolved. The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 3.40 g compound I-3309 as white solid with yield of 87%, m.p. 138-140° C.

(47) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.25 (3H, t), 2.79 (2H, q), 2.96 (2H, t), 3.78 (2H, q), 5.50 (1H, s), 7.16 (3H, m), 7.26 (2H, m), 7.50 (1H, d), 8.45 (1H, s).

Example 14: The Preparation of Compound I-4757

(48) ##STR00543##

(49) To a solution of 1.63 g (0.01 mol) 4,5-dichloro-6-methylpyrimidine and 2.75 g (0.01 mol) 2-(4-(4,6-dimethoxypyrimidin-2-yloxy)phenyl)ethanamine (the preparation refers to Example 3, the difference is replacing 2-chloro-5-(trifluoromethyl)pyridine to 4,6-dimethoxy-2-(methylsulfonyl)pyrimidine) in 50 mL toluene was added 2.02 g (0.02 mol)triethylamine after the reaction mixture was dissolved. The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 3.24 g compound I-4757 as white solid with yield of 81%, m.p. 119-120° C.

(50) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.46 (3H, s), 2.95 (2H, t), 3.82 (2H, m), 3.84 (6H, s), 5.43 (1H, s), 5.78 (1H, s), 7.26 (4H, m), 8.40 (1H, s).

Example 15: The Preparation of Compound I-6730

(51) ##STR00544##

(52) To a solution of compound I-22 0.41 g (0.01 mol) in 20 mL ethanol was dropwise added 10 mL of concentrated hydrochloric acid at room temperature, The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, the brown residue was washed with (3×50 mL) of acetone to obtain 0.33 g compound I-6730 as white solid with yield of 75%, m.p. 108-110° C.

(53) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ(ppm): 2.49 (3H, s), 2.88 (2H, t), 3.64 (2H, m), 7.08 (2H, d), 7.17 (1H, d), 7.35 (2H, d), 7.37 (1H, m), 8.16 (1H, d), 8.25 (1H, s), 8.50 (1H, s).

Example 16: The Preparation of 2-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)ethanamine

1) The Preparation of 2-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)acetonitrile

(54) ##STR00545##

(55) To a solution of 150 mL N,N-dimethyl formamide was added 1,2-dichloro-4-(trifluoromethyl)benzene 25.8 g (0.12 mol), 2-(4-hydroxyphenyl)acetonitrile 13.3 g (0.1 mol) and potassium carbonate 27.60 g (0.2 mol). The reaction mixture was continued stirring and heating to reflux overnight, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure. Then the mixture was poured into 300 mL of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of 5% aqueous solution of NaOH, and 50 mL of brine successively, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 14.55 g target intermediate as white solid with yield of 46.2%, m.p. 66.2° C.

2) The Preparation of 2-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)ethanamine hydrochloride

(56) ##STR00546##

(57) To a solution of 2-(4-(2-chloro-4-(trifluoromethyl)phenoxy)phenyl)acetonitrile 3.12 g (0.01 mol), Raney nickel (1.0 g) and 10 mL of 25% aqueous ammonia in 50 mL ethanol was filled with hydrogen at high pressure, then the reaction mixture was continued stirring at room temperature for 3 hours and monitored by TLC until the reaction was over, Raney nickel was filtered, the solution was concentrated under reduced pressure to give sticky liquid. To a solution of the residue was dropwise added 5 mL of concentrated hydrochloric acid and stirred for half an hour at room temperature until target intermediate precipitated, filtered to obtain 3.45 g white solid with yield of 97.9%, m.p. 155.7° C.

Example 17: The Preparation of 2-(4-(2,6-dichloro-4-nitrophenoxy)phenyl)ethanamine hydrochloride

1) The Preparation of tert-butyl 4-(2,6-dichloro-4-nitrophenoxy)phenethylcarbamate

(58) ##STR00547##

(59) To a solution of tert-butyl 4-hydroxyphenethylcarbamate 2.10 g (0.01 mol) and 1,3-dichloro-2-fluoro-5-nitrobenzene 2.33 g (0.01 mol) in 50 mL butanone was added potassium carbonate 2.76 g (0.02 mol). The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 3.73 g target intermediate as white solid with yield of 87.3%, m.p. 149-151° C.

2) The Preparation of 2-(4-(2,6-dichloro-4-nitrophenoxy)phenyl)ethanamine

(60) ##STR00548##

(61) To a solution of tert-butyl 4-(2,6-dichloro-4-nitrophenoxy)phenethylcarbamate 4.27 g (0.01 mol) in 50 mL ethyl acetate was dropwise added 6 mL trifluoroacetic acid until the solid was dissolved at room temperature for 4-5 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure to give 3.03 g target intermediate as white solid with yield of 92.8%, m.p. 107-109° C.

Example 18: The Preparation of 2-(4-(4-(trifluoromethyl)phenoxy)phenyl)ethanamine

1) The Preparation of tert-butyl 4-(4-(trifluoromethyl)phenoxy)phenethylcarbamate

(62) ##STR00549##

(63) To a solution of 4-(trifluoromethyl)phenylboronic acid 4.56 g (0.024 mol) in 50 mL dichloromethane was added 4A molecular sieve powder, Cupric Acetate Anhydrous 3.82 g (0.021 mol), triethylamine 10.1 g (0.1 mol), and pyridine 7.9 g (0.1 mol) successively; The reaction mixture was continued to react overnight, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, filtered and the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 5.95 g target intermediate as white solid with yield of 65.1%.

2) The Preparation of 2-(4-(4-(trifluoromethyl)phenoxy)phenyl)ethanamine hydrochloride

(64) ##STR00550##

(65) To a solution of tert-butyl 4-(4-(trifluoromethyl)phenoxy)phenethylcarbamate 3.81 g (0.01 mol) in 50 mL ethyl acetate was dropwise added 12 mL concentrated hydrochloric acid. The reaction mixture was continued to stir for 4-5 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to react for half an hour and filtered to give 2.92 g target intermediate as white solid with yield of 91.9%.

Example 19: The Preparation of Compound II-69

(66) ##STR00551##

(67) To a solution of 1.63 g (0.01 mol) 4,5-dichloro-6-methylpyrimidine and 3.18 g (0.01 mol) 2-(4-(4-(trifluoromethyl)phenoxy)phenyl)ethanamine hydrochloride in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 2.76 g compound II-69 as colourless oil with yield of 72.6%.

(68) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.46 (3H, s), 2.94 (2H, t), 3.77 (2H, q), 5.42 (1H, s), 702 (4H, m), 7.25 (2H, m), 7.56 (2H, d), 8.39 (1H, s).

Example 20: The Preparation of Compound II-165

(69) ##STR00552##

(70) To a solution of 1.63 g (0.01 mol) 4,5-dichloro-6-methylpyrimidine and 3.26 g (0.01 mol) 2-(4-(2,6-dichloro-4-nitrophenoxy)phenyl)ethanamine in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure. Then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 3.23 g compound II-165 as rufous solid with yield of 71.2%, m.p. 118-120° C.

(71) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.45 (3H, s), 2.91 (2H, t), 3.70-3.85 (2H, q), 5.42 (1H, t), 6.80 (2H, d), 7.18 (2H, d), 8.31 (2H, s), 8.38 (1H, s).

Example 21: The Preparation of Compound II-297

(72) ##STR00553##

(73) To a solution of 1.77 g (0.01 mol) 4,5-dichloro-6-ethylpyrimidine (the preparation refers to Example 1, the difference is replacing ethyl 2-chloro-3-oxobutanoate to ethyl 2-chloro-3-oxopentanoate) and 2.84 g (0.01 mol) 2-(4-(4-chlorophenoxy)phenyl)ethanamine hydrochloride (the preparation refers to Example 18, the difference is replacing 4-(trifluoromethyl)phenylboronic acid to 4-chlorophenylboronic acid) in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 3.16 g compound II-297 as rufous solid with yield of 81.6%, m.p. 84.7° C.

(74) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.26 (3H, t), 2.78 (2H, dd), 2.92 (2H, t), 3.75 (2H, dd), 5.45 (1H, t), 6.84-7.00 (4H, m), 7.20 (2H, d), 7.29 (2H, d), 8.44 (1H, s).

Example 22: The Preparation of Compound II-303

(75) ##STR00554##

(76) To a solution of 1.77 g (0.01 mol) 4,5-dichloro-6-ethylpyrimidine and 3.19 g (0.01 mol) 2-(4-(3,5-dichlorophenoxy)phenyl)ethanamine hydrochloride (the preparation refers to Example 18, the difference is replacing 4-(trifluoromethyl)phenylboronic acid to 3,5-dichlorophenylboronic acid) in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 3.17 g compound II-303 as pale rufous oil with yield of 75.1%.

(77) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.26 (3H, t), 2.78 (2H, dd), 2.95 (2H, t), 3.72-3.84 (2H, q), 5.45 (1H, t), 6.85 (2H, d), 7.00 (2H, d), 7.25 (2H, d), 8.45 (1H, s).

Example 23: The Preparation of Compound II-347

(78) ##STR00555##

(79) To a solution of 1.77 g (0.01 mol) 4,5-dichloro-6-ethylpyrimidine and 3.18 g (0.01 mol) 2-(4-(4-(trifluoromethyl)phenoxy)phenyl)ethanamine hydrochloride in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 3.15 g compound II-347 as white solid with yield of 74.8%, m.p. 52.6° C.

(80) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.27 (3H, t), 2.78 (2H, q), 2.95 (2H, t), 3.78 (2H, q), 5.42 (1H, s), 7.01 (4H, m), 7.24 (2H, m), 7.58 (2H, d), 8.45 (1H, s).

Example 24: The Preparation of Compound II-8915

(81) ##STR00556##

(82) To a solution of 1.98 g (0.01 mol) 4,5-dichloro-6-(difluoromethyl)pyrimidine (the preparation refers to Example 1, the difference is replacing ethyl 2-chloro-3-oxobutanoate to ethyl 2-chloro-4,4-difluoro-3-oxobutanoate) and 2.84 g (0.01 mol) 2-(4-(4-chlorophenoxy)phenyl)ethanamine hydrochloride in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 2.89 g compound II-8915 as white solid with yield of 70.5%, m.p. 98.5° C.

(83) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.94 (2H, t), 3.76-3.86 (2H, q), 5.71 (1H, s), 6.72 (1H, t), 6.90-7.05 (4H, m), 7.17-7.32 (4H, m), 8.57 (1H, s).

Example 25: The Preparation of Compound II-10583

(84) ##STR00557##

(85) To a solution of 1.98 g (0.01 mol) 4,5-dichloro-6-(difluoromethyl)pyrimidine (the preparation refers to Example 1, the difference is replacing ethyl 2-chloro-3-oxobutanoate to ethyl 2-chloro-4,4-difluoro-3-oxobutanoate) and 3.14 g (0.01 mol) 2-(4-(4-chlorophenoxy)-3-methoxyphenyl)ethanamine hydrochloride in 50 mL toluene was added 4.45 g (0.022 mol)triethylamine. The reaction mixture was continued stirring and heating to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, then the mixture was poured into (3×50 mL) of ethyl acetate to separate the organic layer, the organic phase was washed with 50 mL of brine, dried and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:2, as an eluent) to obtain 2.89 g compound II-10583 as rufous oil with yield of 76.8%.

(86) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.95 (2H, t), 3.80-3.92 (5H, m), 5.72 (1H, s), 6.72 (1H, t), 6.75-6.97 (5H, m), 7.20-7.26 (2H, m), 8.58 (1H, s).

Example 26: The Preparation of Compound II-19334

(87) ##STR00558##

(88) To a solution of compound II-347 0.42 g (0.01 mol) in 20 mL ethanol was dropwise added 10 mL of concentrated hydrochloric acid at room temperature. The reaction mixture was heated to reflux for 4-10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive solvent was evaporated under reduced pressure, the brown residue was washed with (3×10 mL) of ethyl acetate to obtain 0.36 g compound II-19334 as white solid with yield of 78.1%, m.p. 120.5° C.

(89) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.27 (3H, t), 2.80-3.09 (4H, m), 3.80 (2H, d), 6.92-7.18 (4H, d), 7.31 (2H, d), 7.67 (2H, d), 8.71 (1H, d), 9.28 (1H, s).

Example 27: The Preparation of 2-(6-(4-chlorophenoxy)pyridin-3-yl)ethanamine

1) The Preparation of methyl 6-(4-chlorophenoxy)nicotinate

(90) ##STR00559##

(91) To a solution of 25.6 g (0.2 mol) 4-chlorophenol in 350 mL N,N-dimethylformamide was added 70% sodium hydride 103 g (3.0 mol) in batches. The reaction mixture was stirred for 4 hours at room temperature, then 34.2 g (0.2 mol) methyl 6-chloronicotinate was added in batches, then the reaction temperature was raised to 100° C. to react for 10 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the solution was poured into water, extracted with ethyl acetate, the organic phase was washed with water, saturated brine successively, dried, filtered and evaporated under reduced pressure, the cooled residual was filtered and washed with petroleum ether, to obtain 42.0 g air dried target intermediate as brown solid, m.p. 64-66° C. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ(ppm): 3.92 (3H, s), 6.75 (1H, d), 6.96 (1H, d), 7.11 (2H, d), 7.37 (2H, d), 8.30 (1H, d), 8.81 (1H, s).

2) The Preparation of (6-(4-chlorophenoxy)pyridin-3-yl)methanol

(92) ##STR00560##

(93) To a solution of 52.6 g (0.2 mol) methyl 6-(4-chlorophenoxy)nicotinate in 500 mL anhydrous ether was dropwise added 65% Red-Al 74.5 g (0.24 mol) in toluene at 0□. then the reaction mixture was stirred for 4 hours at room temperature, then at 0□, 10% sodium hydroxide solution prepared beforehand was dropwise added until the reaction solution was clarified, then the reaction temperature was raised to 35 □ to react for 2 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the solution was poured into water, extracted with ethyl acetate, the organic phase was washed with water, saturated brine successively, dried, filtered and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 42.2 g target intermediate as white solid, m.p. 100-102° C. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 3.20 (1H, bs), 4.56 (2H, s), 6.87 (1H, d), 7.04 (2H, d), 7.33 (2H, d), 7.69 (1H, d), 8.06 (1H, s).

3) The Preparation of 5-(chloromethyl)-2-(4-chlorophenoxy)pyridine

(94) ##STR00561##

(95) To a solution of 23.5 g (0.1 mol) (6-(4-chlorophenoxy)pyridin-3-yl)methanol in 350 mL dichloromethane was dropwise added 17.9 g (0.15 mol) sulfoxide chloride at 0° C. then the reaction mixture was stirred for 4 hours at room temperature, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the excessive sulfoxide chloride was evaporated and the residual was poured into water, extracted with ethyl acetate, the organic phase was washed with water, saturated sodium bicarbonate solution, and saturated brine successively, dried, filtered and evaporated under reduced pressure, to obtain 22.8 g target intermediate as white solid, m.p. 78-80° C. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ(ppm): 4.55 (2H, s), 6.94 (1H, d), 7.09 (2H, d), 7.36 (2H, d), 7.75 (1H, d), 8.15 (1H, s).

4) The Preparation of 2-(6-(4-chlorophenoxy)pyridin-3-yl)acetonitrile

(96) ##STR00562##

(97) To a solution of 2.69 g (55 mmol) sodium cyanide dissolved in 300 mL dimethyl sulfoxide was added 13.9 g (50 mmol) 5-(chloromethyl)-2-(4-chlorophenoxy)pyridine and the catalytic amount of 18-Crown-6 at 40° C. then the reaction mixture was raised to 80° C. to react for 2 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the residual was poured into water, extracted with toluene, the organic phase was washed with water, and saturated brine successively, dried, filtered and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:3, as an eluent) to obtain 11.2 g target intermediate as white solid, m.p. 100-102° C. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 3.70 (2H, s), 6.97 (1H, d), 7.08 (2H, d), 7.37 (2H, d), 7.71 (1H, d), 8.10 (1H, s).

5) The Preparation of 2-(6-(4-chlorophenoxy)pyridin-3-yl)ethanamine

(98) ##STR00563##

(99) To a solution of 2-(6-(4-chlorophenoxy)pyridin-3-yl)acetonitrile 2.44 g (0.01 mol), Raney nickel (1.0 g) and 10 mL of 25% aqueous ammonia in 50 mL ethanol was filled with hydrogen, then the reaction mixture was continued stirring at room temperature for 3-15 hours and monitored by TLC until the reaction was over, Raney nickel was filtered, the solution was concentrated under reduced pressure to give 2.30 g jade-green sticky liquid with yield of 95.0%, colourless oil. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ(ppm): 1.46 (2H, bs), 2.70 (2H, t), 2.94 (2H, t), 6.87 (1H, d), 7.07 (2H, dd), 7.34 (2H, dd), 7.55 (1H, dd), 8.02 (1H, d).

Example 28: The Preparation of Compound III-7

(100) ##STR00564##

(101) To a solution of 0.25 g (1.0 mmol) 2-(6-(4-chlorophenoxy)pyridin-3-yl)ethanamine and 0.21 g (1.5 mmol) potassium carbonate in 10 mL N,N-dimethylformamide was added 0.16 g (1.0 mmol) 4,5-dichloro-6-methylpyrimidine, then the reaction mixture was raised to 80° C. to react for 2 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the residual was poured into water, extracted with ethyl acetate, the organic phase was washed with water, and saturated brine successively, dried, filtered and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 0.28 g compound III-7 as colourless oil. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.46 (3H, t), 2.91 (2H, t), 3.75 (2H, m), 5.43 (1H, bs), 6.89 (1H, d), 7.07 (2H, d), 7.35 (2H, d), 7.58 (1H, dd), 8.03 (1H, d), 8.39 (1H, s).

Example 29: The Preparation of Compound III-202

(102) ##STR00565##

(103) To a solution of 0.28 g (1.0 mmol) 2-(6-(4-(trifluoromethyl)phenoxy)pyridin-3-yl)ethanamine (the preparation refers to Example 27, the difference is replacing 4-chlorophenol to 4-(trifluoromethyl)phenol) and 0.21 g (1.5 mmol) potassium carbonate in 10 mL N,N-dimethylformamide was added 0.18 g (1.0 mmol) 4,5-dichloro-6-ethylpyrimidine (the preparation refers to Example 1, the difference is replacing ethyl 2-chloro-3-oxobutanoate to ethyl 2-chloro-3-oxopentanoate). then the reaction mixture was raised to 80° C. to react for 2 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the residual was poured into water, extracted with ethyl acetate, the organic phase was washed with water, and saturated brine successively, dried, filtered and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 0.30 g compound III-202 as colourless oil.

(104) .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 1.28 (3H, t), 2.78 (2H, m), 2.93 (2H, t), 3.76 (2H, m), 5.43 (1H, bs), 6.96 (1H, d), 7.20-7.23 (2H, m), 7.61-7.66 (3H, m), 8.06 (1H, d), 8.44 (1H, s).

Example 30: The Preparation of Compound III-622

(105) ##STR00566##

(106) To a solution of 0.28 g (1.0 mmol) 2-(6-(2,4-dichlorophenoxy)pyridin-3-yl)ethanamine (the preparation refers to Example 27, the difference is replacing 4-chlorophenol to 2,4-dichlorophenol) and 0.21 g (1.5 mmol) potassium carbonate in 10 mL N,N-dimethylformamide was added 4,5-dichloro-6-(difluoromethyl)pyrimidine 0.20 g (1.0 mmol). then the reaction mixture was raised to 80° C. to react for 2 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the residual was poured into water, extracted with ethyl acetate, the organic phase was washed with water, and saturated brine successively, dried, filtered and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 0.32 g compound III-622 as colourless oil. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.92 (2H, t), 3.80 (2H, m), 5.72 (1H, bs), 6.54, 6.72, 6.90 (1H, t), 6.89 (1H, s), 6.98 (1H, d), 7.14 (1H, d), 7.27-7.31 (2H, m), 7.48 (1H, d), 7.61 (1H, dd), 7.98 (1H, d), 8.56 (1H, s).

Example 31: The Preparation of Compound III-2630

(107) ##STR00567##

(108) To a solution of 0.26 g (1.0 mmol) 2-(6-(4-chloro-2-methylphenoxy)pyridin-3-yl)ethanamine (the preparation refers to Example 27, the difference is replacing 4-chlorophenol to 4-chloro-2-methylphenol) and 0.21 g (1.5 mmol) potassium carbonate in 10 mL N,N-dimethylformamide was added 0.18 g (1.0 mmol) 4,5,6-trichloropyrimidine (the preparation refers to Example 1, the difference is replacing ethyl 2-chloro-3-oxobutanoate to diethyl 2-chloromalonate). then the reaction mixture was raised to 80° C. to react for 2 hours, and monitored by TLC (Thin-Layer Chromatography) until the reaction was over, the residual was poured into water, extracted with ethyl acetate, the organic phase was washed with water, and saturated brine successively, dried, filtered and evaporated under reduced pressure, the residual was purified via silica column (ethyl acetate/petroleum ether (boiling point range 60-90° C.)=1:4, as an eluent) to obtain 0.32 g compound III-2630 as colourless oil. .sup.1H-NMR (300 MHz, internal standard TMS, solvent CDCl.sub.3) δ (ppm): 2.15 (3H, s), 2.89 (2H, t), 3.73-3.79 (2H, m), 5.62 (1H, bs), 6.87 (1H, d), 6.98 (1H, d), 7.18-7.22 (2H, m), 7.54 (1H, dd), 8.00 (1H, d), 8.29 (1H, s).

(109) Other compounds represented by the general formula PY of the present invention were prepared according to the above examples.

(110) Physical properties and .sup.1HNMR spectrum (.sup.1HNMR, 300 MHz, internal standard: TMS, ppm) of some compounds of this invention are as follows:

(111) Compound I-23: m.p. 147.5° C. δppm 2.46 (3H, s), 2.97 (2H, t), 3.78 (2H, q), 5.42 (1H, m), 7.01 (1H, d), 7.10 (2H, d), 7.30 (2H, d), 7.92 (1H, d), 8.40 (1H, s), 8.47 (1H, s).

(112) Compound I-34: m.p. 109.0° C. δppm 2.46 (3H, s), 2.96 (2H, t), 3.79 (2H, q), 3.92 (3H, s), 5.43 (1H, m), 6.94 (1H, d), 7.12 (2H, d), 7.28 (2H, d), 8.28 (1H, d), 8.40 (1H, s), 8.82 (1H, s).

(113) Compound I-35: yellow oil. δppm 1.38 (3H, t), 2.46 (3H, s), 2.96 (2H, t), 3.79 (2H, q), 4.38 (2H, q), 5.43 (1H, m), 6.93 (1H, d), 7.12 (2H, d), 7.28 (2H, d), 8.28 (1H, d), 8.40 (1H, s), 8.83 (1H, s).

(114) Compound I-80: δppm 2.47 (3H, s), 2.95 (2H, t), 3.79 (2H, q), 5.55 (1H, m), 7.09 (1H, d), 7.18 (2H, m), 7.37 (1H, s), 7.93 (1H, m), 8.41 (2H, m).

(115) Compound I-196: δppm 2.46 (3H, t), 2.96 (2H, t), 3.75 (3H, s), 3.80 (2H, dd), 5.49 (1H, t), 6.87 (2H, s), 7.02 (1H, d), 7.09 (1H, d), 7.88 (1H, d), 8.41 (2H, s).

(116) Compound I-255: yellow oil. δppm 1.27 (3H, t), 2.79 (2H, q), 2.97 (2H, t), 3.80 (2H, q), 5.48 (1H, m), 7.02 (1H, d), 7.10 (2H, d), 7.30 (2H, d), 7.92 (1H, d), 8.46 (1H, s), 8.47 (1H, s).

(117) Compound I-266: m.p. 102.2° C. δppm 1.26 (3H, t), 2.79 (2H, q), 2.97 (2H, t), 3.79 (2H, q), 3.92 (3H, s), 5.44 (1H, m), 6.94 (1H, d), 7.12 (2H, d), 8.29 (2H, d), 8.27 (1H, d), 8.45 (1H, s), 8.82 (1H, s).

(118) Compound I-267: yellow oil. δppm 1.26 (3H, t), 1.38 (3H, t), 2.79 (2H, t), 2.98 (2H, t), 3.79 (2H, q), 4.38 (2H, q), 5.43 (1H, m), 6.93 (1H, d), 7.12 (2H, d), 7.29 (2H, d), 8.27 (1H, d), 8.45 (1H, s), 8.83 (1H, s).

(119) Compound I-312: δppm 1.27 (3H, t), 2.80 (3H, q), 2.96 (2H, t), 3.80 (2H, q), 5.51 (1H, m), 7.09 (1H, d), 7.18 (2H, m), 7.37 (1H, s), 7.93 (1H, m), 8.40 (1H, s), 8.46 (1H, s).

(120) Compound I-428: δppm 1.26 (3H, t), 2.79 (2H, dd), 2.96 (2H, t), 3.75 (3H, s), 3.81 (2H, dd), 5.50 (1H, t), 6.87 (2H, d), 7.02 (1H, d), 7.10 (1H, d), 7.88 (1H, s), 8.40 (1H, s), 8.45 (1H, s).

(121) Compound I-467: m.p. 102-103° C. δppm 2.46 (3H, s), 2.96 (2H, t), 3.78 (2H, q), 5.43 (1H, s), 7.11 (2H, d), 7.27 (2H, d), 7.78 (1H, s), 7.97 (1H, s), 8.40 (1H, s).

(122) Compound I-486: m.p. 92-93° C. δppm 2.47 (3H, s), 2.98 (2H, t), 3.80 (2H, q), 5.44 (1H, s), 7.13 (2H, d), 7.30 (2H, d), 7.98 (1H, s), 8.28 (1H, s), 8.41 (1H, s).

(123) Compound I-502: m.p. 128.5° C. δppm 2.49 (3H, s), 2.89 (2H, t), 3.63 (2H, q), 5.34 (1H, m), 7.06 (2H, d), 7.28 (2H, d), 7.72 (2H, s), 8.24 (1H, s), 8.38 (1H, s), 8.46 (1H, s).

(124) Compound I-602: colourless oil. Δppm 2.88 (2H, t), 4.06 (2H, q), 5.49 (s, 1H), 7.21 (4H, m,), 8.28 (1H, d), 8.28 (1H, s), 68.450 (1H, s).

(125) Compound I-618: m.p. 168.9° C. δppm 1.26 (3H, t), 2.79 (2H, q), 2.97 (2H, t), 3.80 (2H, q), 5.47 (1H, m), 5.83 (2H, s), 7.13 (2H, d), 7.30 (2H, d), 8.28 (1H, s), 8.40 (1H, s), 8.44 (1H, s).

(126) Compound I-699: m.p. 146-147° C. δppm 2.45 (3H, s), 2.96 (2H, t), 3.78 (2H, q), 5.45 (1H, s), 7.11 (2H, d), 7.28 (2H, d), 7.84 (1H, s), 8.41 (1H, s).

(127) Compound I-815: m.p. 98-100° C. δppm 1.26 (3H, t), 2.79 (2H, q), 2.96 (2H, t), 3.79 (2H, q), 5.43 (1H, s), 7.11 (2H, d), 7.27 (2H, d), 7.84 (1H, s), 8.46 (1H, s).

(128) Compound I-929: yellow oil. δppm 2.46 (3H, s), 2.96 (2H, t), 3.87 (2H, q), 5.47 (1H, m), 7.09 (1H, m), 7.14 (2H, d), 7.28 (2H, d), 7.98 (1H, d), 8.29 (1H, d), 8.40 (1H, s).

(129) Compound I-987: yellow oil. δppm 1.26 (3H, t), 2.79 (2H, q), 2.96 (2H, t), 3.78 (2H, q), 5.46 (1H, m), 7.13 (1H, q), 7.15 (2H, d), 7.29 (2H, d), 8.00 (1H, d), 8.30 (1H, d), 8.45 (1H, s).

(130) Compound I-1045: m.p. 80-83° C. δppm 1.39 (3H, t), 2.46 (3H, s), 2.94 (2H, t), 3.77 (2H, q), 5.47 (1H, s), 7.06 (1H, m), 7.12 (2H, d), 7.26 (2H, d), 8.27 (1H, m), 8.40 (1H, s).

(131) Compound I-1199: m.p. 147-149° C. δppm 2.47 (3H, s), 2.97 (2H, t), 3.06 (3H, d), 3.62-3.79 (2H, q), 5.50 (1H, t), 7.12 (2H, d), 7.16 (1H, dd), 7.32 (2H, d), 7.86 (1H, s), 8.20 (1H, dd), 8.41 (1H, s), 8.64 (1H, dd).

(132) Compound I-1219: m.p. 113-114° C. δppm 1.39 (3H, t), 2.79 (3H, s), 2.95 (2H, t), 3.78 (2H, q), 4.41 (2H, q), 5.49 (1H, t), 7.09 (3H, m), 7.27 (2H, m), 8.26 (2H, m), 8.45 (1H, s).

(133) Compound I-1414: δppm 2.47 (3H, s), 2.96 (2H, t), 3.80 (2H, q), 5.46 (1H, m), 7.20 (2H, s), 7.37 (1H, s), 8.00 (1H, d), 8.24 (1H, d), 8.41 (1H, s).

(134) Compound I-1472: δppm 1.27 (3H, t), 2.80 (2H, q), 2.97 (2H, t), 3.80 (2H, q), 5.47 (1H, m), 7.21 (2H, s), 7.37 (1H, s), 8.00 (1H, d), 8.25 (1H, d), 8.46 (1H, s).

(135) Compound I-1646: δppm 2.46 (3H, t), 2.96 (2H, t), 3.74 (3H, s), 3.81 (2H, dd), 5.48 (1H, t), 6.89 (2H, t), 7.11 (1H, d), 7.96 (1H, d), 8.23 (1H, t), 8.41 (1H, s).

(136) Compound I-1704: δppm 1.26 (3H, t), 2.79 (2H, dd), 2.96 (2H, t), 3.73 (3H, s), 3.79 (2H, dd), 5.48 (1H, t), 6.88 (2H, d), 7.12 (1H, d), 7.96 (1H, d), 8.23 (1H, s), 8.45 (1H, s).

(137) Compound I-1762: δppm 2.50 (3H, s), 2.96 (2H, t), 3.78 (2H, q), 5.54 (1H, m), 7.01 (1H, d), 7.12 (1H, d), 7.30 (2H, d), 7.90 (1H, m), 8.41 (1H, s), 8.44 (1H, s).

(138) Compound I-1820: δppm 1.26 (3H, t), 2.81 (3H, q), 2.97 (2H, t), 3.78 (2H, q), 5.55 (1H, m), 7.01 (1H, d), 7.11 (2H, d), 7.30 (2H, d), 7.90 (1H, m), 8.44 (1H, s).

(139) Compound I-1878: δppm 2.50 (3H, s), 2.97 (2H, t), 3.79 (2H, q), 5.53 (1H, m), 7.14 (2H, d), 7.30 (3H, m), 7.99 (1H, s), 8.27 (1H, s), 8.40 (1H, s).

(140) Compound I-1936: δppm 1.26 (3H, t), 2.81 (3H, q), 2.97 (2H, t), 3.79 (2H, q), 5.54 (1H, m), 7.13 (2H, d), 7.31 (2H, d), 7.98 (1H, m), 8.27 (1H, s), 8.44 (1H, s).

(141) Compound I-2052: δppm 1.30 (3H, t), 2.83 (2H, q), 2.95 (2H, t), 3.79 (2H, q), 5.61 (1H, m), 7.09 (1H, d), 7.18 (2H, m), 7.33 (1H, s), 7.93 (1H, m), 8.43 (1H, d).

(142) Compound I-2400: δppm 2.98 (3H, t), 3.85 (2H, q), 5.77 (1H, m), 6.73 (1H, m), 7.10 (1H, d), 7.19 (2H, m), 7.38 (1H, s), 7.94 (1H, m), 8.40 (1H, s), 8.59 (1H, s).

(143) Compound I-2458: δppm 2.98 (2H, t), 3.75 (3H, s), 3.87 (2H, dd), 5.77 (1H, t), 6.72 (1H, t), 6.89 (2H, t), 7.03 (1H, d), 7.10 (1H, t), 7.88 (1H, dd), 8.40 (1H, s), 8.59 (1H, s).

(144) Compound I-2555: brown oil. δppm 8.576 (s, 1H, pyrimidine-H), 7.965-7.972 (d, 1H, pyridine-6-H), 7.776-7.783 (d, 1H, pyridine-4-H), 7.128-7.294 (dd, 4H, Ar—H), 6.726-7.100 (t, 1H, F.sub.2C—H), 3.828-3.849 (q, 2H, N—CH.sub.2—C), 2.951-2.999 (t, 2H, C— CH.sub.2—Ar).

(145) Compound I-2611: m.p. 156-157° C. δppm 8.583 (s, 1H, pyrimidine-H), 8.337-8.393 (m, 3H, pyridine-H), 7.164-7.322 (dd, 4H, Ar—H), 6.550-6.909 (t, 1H, F.sub.2C—H), 5.739 (s, 1H, NH), 3.816-3.883 (q, 2H, N—CH.sub.2—C), 2.968-3.015 (t, 2H, C—CH.sub.2—Ar).

(146) Compound I-2690: δppm 2.98 (2H, t), 3.74 (3H, s), 3.86 (2H, dd), 5.76 (1H, t), 6.72 (1H, t), 6.88 (2H, d), 7.13 (1H, d), 7.96 (1H, d), 8.23 (1H, s), 8.58 (1H, s).

(147) Compound I-2787: δppm 8.575 (s, 1H, pyrimidine-H), 7.965-7.972 (d, 1H, pyridine-6-H), 7.775-7.782 (d, 1H, pyridine-4-H), 7.105-7.295 (dd, 4H, Ar—H), 5.882 (s, 1H, NH), 3.815-3.881 (q, 2H, N—CH.sub.2—C), 2.955-3.001 (t, 2H, C—CH.sub.2—Ar).

(148) Compound I-2843: m.p. 123-124° C. δppm 8.577 (s, 1H, pyrimidine-H), 8.336-8.394 (m, 3H, pyridine-H), 7.152-7.325 (dd, 4H, Ar—H), 5.917 (s, 1H, NH), 3.826-3.917 (q, 2H, N—CH.sub.2—C), 2.972-3.020 (t, 2H, C—CH.sub.2—Ar).

(149) Compound I-3077: m.p. 130-132° C. δppm 2.46 (3H, s), 2.95 (2H, t), 3.77 (2H, q), 5.50 (1H, s), 7.16 (3H, m), 7.27 (2H, m), 7.48 (1H, d), 8.40 (1H, s).

(150) Compound I-4121: δppm 2.50 (3H, s), 2.95 (2H, t), 3.77 (2H, q), 5.57 (1H, m), 7.16 (3H, m), 7.29 (2H, m), 7.49 (1H, d), 8.40 (1H, s).

(151) Compound I-5221: m.p. 121-124° C. δppm 1.26 (3H, t), 2.78 (2H, q), 2.95 (2H, t), 3.78 (2H, m), 3.84 (6H, s), 5.44 (1H, s), 5.78 (1H, s), 7.20 (4H, m), 8.45 (1H, s).

(152) Compound I-6729: m.p. 102.8° C. δppm 2.49 (3H, s), 2.88 (2H, t), 3.81 (2H, m), 7.11 (2H, d), 18 (1H, d), 7.30 (2H, d), 7.52 (1H, d), 8.17 (1H, d), 8.50 (1H, s), 8.78 (1H, s), 9.40 (1H, s).

(153) Compound I-6731: m.p. 148.6° C. δppm 2.30 (3H, s), 2.49 (3H, s), 2.93 (2H, t), 3.81 (2H, m), 7.27-7.05 (8H, m), 7.29 (2H, d), 7.51 (1H, d), 8.14 (1H, d), 8.47 (1H, s), 8.77 (1H, s), 9.33 (1H, s).

(154) Compound I-6732: m.p. 164.6° C. δppm 2.50 (3H, s), 2.94 (2H, t), 3.81 (2H, m), 7.09 (2H, d), 7.18 (1H, d), 7.30 (2H, d), 8.18 (1H, d), 8.50 (1H, s), 8.81 (1H, s), 9.28 (1H, s).

(155) Compound I-6733: m.p. 113.7° C. δppm 2.35 (3H, s), 2.89 (2H, t), 3.64 (2H, m), 7.09 (2H, d), 7.16 (1H, d), 7.30 (2H, d), 7.37 (1H, m), 8.15 (1H, d), 8.19 (1H, s), 8.51 (1H, s).

(156) Compound I-6734: m.p. 56.9° C. δppm 2.37 (3H, s), 2.90 (2H, t), 3.66 (2H, m), 7.09 (2H, d), 7.16 (1H, d), 7.29 (2H, d), 7.49 (1H, m), 8.16 (1H, d), 8.30 (1H, s), 8.50 (1H, s).

(157) Compound I-6735: m.p.>300° C. δppm 2.35 (3H, s), 2.88 (2H, t), 3.62 (2H, m), 7.08 (2H, d), 7.15 (1H, d), 7.36 (1H, m), 8.15 (1H, d), 7.32 (2H, d), 8.20 (1H, s), 8.48 (1H, s).

(158) Compound I-6790: δppm 1.23 (3H, t), 2.51 (3H, s), 2.74 (2H, q), 2.94 (2H, t), 3.77 (2H, q), 5.40 (1H, m), 7.11 (2H, d), 7.26 (2H, d), 7.84 (1H, s).

(159) Compound I-6791: yellow oil. δppm 1.23 (3H, t), 2.50 (3H, s), 2.74 (2H, q), 2.96 (2H, t), 3.79 (2H, q), 5.39 (1H, m), 5.83 (2H, s), 7.13 (2H, d), 7.30 (2H, d), 8.26 (1H, s), 8.40 (1H, s).

(160) Compound I-6793: m.p. 116.0° C. δppm 1.23 (3H, t), 2.51 (3H, s), 2.74 (2H, q), 2.94 (2H, t), 3.77 (2H, q), 5.40 (1H, m), 7.10 (1H, m), 7.14 (2H, d), 7.29 (2H, d), 8.00 (1H, d), 8.31 (1H, d).

(161) Compound I-6795: yellow oil. δppm 1.24 (3H, t), 2.46 (3H, s), 2.74 (2H, q), 2.96 (2H, t), 3.78 (2H, q), 5.40 (1H, m), 7.01 (1H, d), 7.10 (2H, d), 7.30 (2H, d), 7.91 (1H, d), 8.47 (1H, s).

(162) Compound I-6796: m.p. 90.8° C. δppm 1.23 (3H, t), 1.38 (3H, t), 2.51 (3H, s), 2.74 (2H, q), 2.95 (2H, t), 3.78 (2H, q), 4.38 (2H, q), 5.38 (1H, m), 6.93 (1H, d), 7.11 (2H, d), 7.29 (2H, d), 8.28 (1H, d), 8.83 (1H, s).

(163) Compound I-6797: yellow oil. δppm 1.23 (3H, t), 2.49 (3H, s), 2.74 (2H, q), 2.95 (2H, t), 3.78 (2H, q), 3.92 (3H, s), 5.39 (1H, m), 6.93 (1H, d), 7.11 (2H, d), 7.29 (2H, d), 8.28 (1H, d), 8.82 (1H, s).

(164) Compound I-6806: δppm 1.24 (3H, t), 2.51 (3H, s), 2.75 (2H, q), 2.94 (2H, t), 3.79 (2H, q), 5.40 (1H, m), 7.09 (1H, d), 7.17 (2H, m), 7.33 (1H, s), 7.93 (1H, m), 8.41 (1H, s).

(165) Compound II-19: δppm 2.52 (3H, s), 2.92 (2H, t), 3.75 (2H, dd), 5.43 (1H, t), 6.81-7.01 (4H, m), 7.19 (2H, d), 7.28 (2H, d), 8.39 (1H, s).

(166) Compound II-21: δppm 2.46 (3H, s), 2.92 (2H, t), 3.75 (2H, dd), 5.42 (1H, t), 6.89 (1H, d), 6.92 (2H, d), 7.15-7.22 (3H, m), 7.47 (1H, d), 8.39 (1H, s).

(167) Compound II-25: δppm 2.45 (3H, s), 2.95 (2H, t), 3.70-3.83 (2H, q), 5.44 (1H, t), 6.84 (2H, d), 7.00 (2H, d), 7.06 (1H, s), 7.26 (2H, d), 8.40 (1H, s).

(168) Compound II-53: m.p. 140-142° C. δppm 2.65 (3H, s), 3.13 (2H, t), 3.65-3.76 (2H, q), 6.93 (1H, d), 7.17 (2H, d), 7.35 (2H, d), 8.31 (1H, d), 8.47 (1H, s), 8.62 (1H, t), 9.14 (1H, d).

(169) Compound II-154: δppm 2.46 (3H, s), 2.95 (2H, t), 3.77 (2H, dd), 5.42 (1H, t), 6.92 (1H, d), 7.00 (2H, d), 7.25 (2H, d), 7.43 (1H, d), 7.75 (1H, s), 8.39 (1H, s).

(170) Compound II-204: δppm 2.47 (3H, s), 2.96 (2H, t), 3.77 (2H, dd), 5.43 (1H, t), 6.93 (1H, t), 7.02 (2H, d), 7.26 (2H, d), 7.37 (1H, dd), 7.48 (1H, dd), 8.40 (1H, s).

(171) Compound II-235: m.p. 140-142° C. δppm 1.25 (3H, s), 2.45 (3H, s), 2.86 (2H, t), 3.72 (2H, q), 5.41 (1H, s), 6.79 (2H, d), 7.08 (2H, d), 8.39 (2H, m).

(172) Compound II-236: δppm 2.25 (3H, s), 2.45 (3H, s), 2.90 (2H, t), 3.62-3.81 (2H, q), 5.43 (1H, t), 6.74 (2H, d), 7.14 (2H, d), 7.40 (1H, d), 7.77 (1H, d), 8.38 (1H, s).

(173) Compound II-254: m.p. 183-185° C. δppm 2.45 (3H, s), 2.86 (2H, t), 3.66-3.83 (2H, q), 5.43 (1H, t), 6.80 (2H, d), 7.08 (2H, d), 8.39 (1H, s).

(174) Compound II-274: m.p. 130-132° C. δppm 2.929-2.953 (t, 2H), 3.744-3.765 (q, 2H), 5.65 (s, 1H), 6.830-7.230 (dd, 4H), 8.392 (s, 1H).

(175) Compound II-299: δppm 1.23 (3H, t), 2.78 (2H, dd), 2.92 (2H, t), 3.75 (2H, dd), 5.44 (1H, t), 6.85 (1H, d), 6.91 (2H, d), 7.17-7.23 (3H, m), 7.46 (1H, d), 8.44 (1H, s).

(176) Compound II-432: δppm 1.26 (3H, t), 2.78 (2H, dd), 2.95 (2H, t), 3.77 (2H, dd), 5.44 (1H, t), 6.92 (1H, d), 7.00 (2H, d), 7.25 (2H, d), 7.42 (1H, d), 7.73 (1H, s), 8.44 (1H, s).

(177) Compound II-443: m.p. 101.0° C. δppm 1.25 (3H, t), 2.77 (2H, dd), 2.92 (2H, t), 3.74 (2H, dd), 5.42 (1H, t), 6.79 (2H, d), 7.18 (2H, d), 8.32 (2H, s), 8.43 (1H, s).

(178) Compound II-482: δppm 1.26 (3H, t), 2.78 (2H, dd), 2.98 (2H, t), 3.78 (2H, dd), 5.44 (1H, t), 6.93 (1H, t), 7.08 (2H, d), 7.27 (2H, d), 7.37 (1H, dd), 7.48 (1H, dd), 8.44 (1H, s).

(179) Compound II-1687: δppm 2.46 (3H, s), 2.93 (2H, t), 3.75-3.96 (5H, m), 5.43 (1H, t), 6.77-6.87 (4H, m), 6.93 (1H, d), 7.23 (2H, d), 8.40 (1H, s).

(180) Compound II-1737: δppm 2.47 (3H, s), 2.95 (2H, t), 3.75-3.91 (5H, m), 5.42 (1H, t), 6.80-7.04 (5H, m), 7.53 (2H, d), 8.41 (1H, s).

(181) Compound II-1965: δppm 1.26 (3H, t), 2.79 (2H, dd), 2.95 (2H, t), 3.72-3.95 (5H, m), 5.45 (1H, t), 6.78-6.90 (4H, m), 6.94 (1H, d), 7.24 (2H, d), 8.45 (1H, s).

(182) Compound II-2015: δppm 1.26 (3H, t), 2.79 (2H, dd), 2.95 (2H, t), 3.75-3.95 (5H, m), 5.48 (1H, t), 6.80-6.88 (2H, q), 6.93 (2H, d), 7.01 (1H, d), 7.53 (2H, d), 8.45 (1H, s).

(183) Compound II-8917: m.p. 93.3° C. δppm 2.94 (2H, t), 3.81 (2H, dd), 5.70 (1H, t), 6.72 (1H, t), 6.90-6.97 (3H, q), 7.16-7.23 (3H, q), 7.47 (1H, d), 8.57 (1H, s).

(184) Compound II-8921: m.p. 106-107° C. δppm 2.945-2.992 (2H, t), 3.797-3.864 (2H, q), 5.717 (1H, s), 6.549-6.848 (1H, t), 6.854-7.237 (7H, m), 8.583 (1H, s).

(185) Compound II-8965: m.p. 109-110° C. δppm 2.944-2.990 (2H, t), 3.798-3.865 (2H, q), 5.717 (1H, s), 6.542-6.900 (1H, t), 7.010-7.588 (8H, m), 8.574 (1H, s).

(186) Compound II-9058: δppm 2.938-2.984 (2H, t), 3.790-3.858 (2H, q), 6.545-6.903 (1H, t), 6.992-7.458 (4H, dd), 6.930-6.959 (1H, d), 7.478-7.487 (1H, d), 7.952-7.960 (1H, s), 8.571 (1H, s).

(187) Compound II-9073: m.p. 77-78° C. δppm 2.970-3.016 (2H, t), 3.812-3.878 (2H, q), 5.738 (1H, s), 6.549-6.906 (1H, t), 7.061-7.319 (4H, dd), 7.005-7.035 (1H, d), 7.698-7.727 (1H, d), 8.233 (1H, s), 8.575 (1H, s).

(188) Compound II-9170: m.p. 154-158° C. δppm 2.951-2.975 (2H, t), 3.800-3.821 (2H, q), 6.714-6.874 (1H, t), 6.844-7.233 (4H, dd), 8.569 (1H, s).

(189) Compound II-9336: m.p. 130-131° C. δppm 2.942-2.989 (2H, t), 3.799-3.866 (2H, q), 6.994-7.459 (4H, dd), 6.936-6.965 (1H, d), 7.480-7.488 (1H, d), 7.593-7.961 (1H, d), 8.571 (1H, s).

(190) Compound II-9351: m.p. 128-129° C. δppm 2.975-3.021 (2H, t), 3.820-3.887 (2H, q), 5.875 (1H, s), 7.066-7.322 (4H, dd), 7.009-7.039 (1H, d), 7.704-7.731 (1H, d), 8.238 (1H, s), 8.580 (1H, s).

(191) Compound II-10633: δppm 2.98 (2H, t), 3.79 (3H, t), 3.86 (2H, dd) 5.74 (1H, s), 6.72 (1H, t), 6.84-7.05 (5H, m), 7.53 (2H, d), 8.58 (1H, s).

(192) Compound III-1: colourless oil. δppm 2.50 (3H, s), 2.88 (2H, t), 3.74 (2H, m), 5.45 (1H, bs), 6.87 (1H, d), 7.09-7.22 (3H, m), 7.36-7.42 (2H, m), 7.56 (1H, dd), 8.05 (1H, d), 8.38 (1H, s).

(193) Compound III-5: colourless oil.

(194) Compound III-6: colourless oil. δppm 2.46 (3H, s), 2.92 (2H, t), 3.75 (2H, m), 5.42 (1H, bs), 6.90 (1H, d), 7.03 (1H, dd), 7.13-7.18 (2H, m), 7.29 (1H, d), 7.59 (1H, dd), 8.05 (1H, d), 8.39 (1H, s).

(195) Compound III-16: colourless oil. δppm 2.35 (3H, s), 2.52 (3H, s), 2.88 (2H, t), 3.70-3.77 (2H, m), 5.42 (1H, bs), 6.85 (1H, d), 7.01 (2H, d), 7.19 (2H, d), 7.53 (1H, dd), 8.03 (1H, d), 8.38 (1H, s).

(196) Compound III-19: colourless oil. δppm 2.46 (3H, s), 2.89 (2H, t), 3.70-3.77 (2H, m), 3.82 (3H, s), 5.42 (1H, bs), 6.83 (1H, d), 6.92 (2H, d), 7.06 (2H, d), 7.53 (1H, dd), 8.03 (1H, d), 8.38 (1H, s).

(197) Compound III-21: colourless oil.

(198) Compound III-22: colourless oil. δppm 2.46 (3H, t), 2.93 (2H, t), 3.76 (2H, m), 5.43 (1H, bs), 6.95 (1H, d), 7.20-7.28 (2H, m), 7.60-7.66 (3H, m), 8.06 (1H, d), 8.39 (1H, s).

(199) Compound III-82: colourless oil. δppm 2.46 (3H, s), 2.90 (2H, t), 3.74 (2H, m), 5.42 (1H, bs), 6.97 (1H, d), 7.14 (1H, d), 7.28 (1H, d), 7.49 (1H, d), 7.62 (1H, dd), 7.97 (1H, d), 8.38 (1H, s).

(200) Compound III-83: colourless oil. δppm 2.46 (3H, s), 2.91 (2H, t), 3.75 (2H, m), 5.42 (1H, bs), 6.97 (1H, d), 7.16 (1H, dd), 7.22 (1H, d), 7.40 (1H, d), 7.61 (1H, dd), 7.99 (1H, d), 8.39 (1H, s).

(201) Compound III-110: colourless oil. δppm 2.14 (3H, t), 2.46 (3H, t), 2.89 (2H, t), 3.73 (2H, m), 5.42 (1H, bs), 6.86 (1H, d), 6.97 (1H, d), 7.17-7.25 (2H, m), 7.56 (1H, dd), 7.99 (1H, d), 8.38 (1H, s).

(202) Compound III-121: colourless oil.

(203) Compound III-181: colourless oil. δppm 1.26 (3H, t), 2.78 (2H, m), 2.90 (2H, t), 3.75 (2H, m), 5.45 (1H, bs), 6.87 (1H, d), 7.11-7.22 (3H, m), 7.36-7.42 (2H, m), 7.56 (1H, dd), 8.05 (1H, d), 8.43 (1H, s).

(204) Compound III-185: colourless oil. δppm 1.26 (3H, t), 2.78 (2H, m), 2.88 (2H, t), 3.74 (2H, m), 5.43 (1H, bs), 6.94 (1H, d), 7.20 (2H, d), 7.28-7.32 (1H, m), 7.47 (1H, d), 7.59 (1H, dd), 8.00 (1H, d), 8.43 (1H, s).

(205) Compound III-186: colourless oil. δppm 1.26 (3H, t), 2.75-2.83 (2H, m), 2.89-2.96 (2H, m), 3.72-3.79 (2H, m), 5.47 (1H, bs), 6.91 (1H, d), 7.03 (1H, d), 7.13-7.19 (2H, m), 7.29-7.34 (1H, m), 7.60 (1H, dd), 8.06 (1H, s), 8.44 (1H, s).

(206) Compound III-187: colourless oil. δppm 1.26 (3H, t), 2.79 (2H, m), 2.91 (2H, t), 3.75 (2H, m), 5.43 (1H, bs), 6.89 (1H, d), 7.07 (2H, d), 7.35 (2H, d), 7.58 (1H, dd), 8.03 (1H, dd), 8.43 (1H, s).

(207) Compound III-196: colourless oil. δppm 1.23 (3H, t), 2.35 (3H, s), 2.74-2.91 (5H, m), 3.70-3.77 (2H, m), 5.46 (1H, bs), 6.85 (1H, d), 6.99 (2H, d), 7.19 (2H, d), 7.54 (1H, dd), 8.03 (1H, d), 8.43 (1H, s).

(208) Compound III-199: colourless oil. δppm 1.26 (3H, t), 2.75-2.82 (2H, m), 2.88 (2H, t), 3.70-3.77 (2H, m), 3.82 (3H, s), 5.42 (1H, bs), 6.83 (1H, d), 6.92 (2H, d), 7.06 (2H, d), 7.54 (1H, dd), 8.03 (1H, d), 8.43 (1H, s).

(209) Compound III-201: colourless oil.

(210) Compound III-262: colourless oil. δppm 1.26 (3H, t), 2.79 (2H, m), 2.90 (2H, t), 3.74 (2H, m), 5.42 (1H, bs), 6.97 (1H, d), 7.14 (1H, d), 7.29 (1H, d), 7.48 (1H, d), 7.61 (1H, dd), 7.97 (1H, d), 8.43 (1H, s).

(211) Compound III-263: colourless oil. δppm 1.26 (3H, t), 2.81 (2H, m), 2.91 (2H, t), 3.75 (2H, m), 5.43 (1H, bs), 6.98 (1H, d), 7.14-7.22 (2H, m), 7.40 (2H, d), 7.63 (1H, dd), 7.99 (1H, s), 8.44 (1H, s).

(212) Compound III-290: colourless oil. δppm 1.26 (3H, t), 2.14 (3H, s), 2.78 (2H, m), 2.89 (2H, t), 3.74 (2H, m), 5.42 (1H, bs), 6.86 (1H, d), 6.97 (1H, d), 7.19 (1H, dd), 7.25 (1H, d), 7.57 (1H, dd), 8.00 (1H, d), 8.43 (1H, s).

(213) Compound III-301: colourless oil.

(214) Compound III-541: colourless oil. δppm 2.91 (2H, t), 3.81 (2H, m), 5.73 (1H, bs), 6.54, 6.71, 6.83 (1H, t), 6.88 (1H, d), 7.09-7.18 (2H, m), 7.22 (1H, t), 7.36-7.42 (2H, m), 7.56 (1H, dd), 8.07 (1H, d), 8.56 (1H, s).

(215) Compound III-545: colourless oil. δppm 2.92 (2H, t), 3.80 (2H, m), 5.71 (1H, bs), 6.53, 6.71, 6.89 (1H, t), 6.95 (1H, d), 7.18-7.32 (3H, m), 7.47 (1H, d), 7.59 (1H, dd), 8.00 (1H, d), 8.56 (1H, s).

(216) Compound III-546: colourless oil. δppm 2.94 (2H, t), 3.77-3.82 (2H, m), 5.74 (1H, bs), 6.54, 6.72, 6.89 (1H, t), 6.91 (1H, d), 7.02 (1H, d), 7.13-7.18 (2H, m), 7.29-7.35 (1H, m), 7.61 (1H, dd), 8.06 (1H, d), 8.61 (1H, s).

(217) Compound III-547: colourless oil. δppm 2.93 (2H, t), 3.80 (2H, m), 5.72 (1H, bs), 6.53, 6.72, 6.89 (1H, t), 6.92 (1H, d), 7.07 (2H, d), 7.35 (2H, d), 7.58 (1H, dd), 8.03 (1H, s), 8.56 (1H, s).

(218) Compound III-556: colourless oil. δppm 2.35 (3H, t), 2.91 (2H, t), 3.76-3.84 (2H, m), 5.73 (1H, bs), 6.54, 6.72, 6.84 (1H, t), 6.89 (1H, d), 7.01 (1H, d), 7.19 (1H, d), 7.55 (1H, dd), 8.04 (1H, d), 8.56 (1H, s).

(219) Compound III-559: colourless oil. δppm 2.91 (2H, t), 3.76-3.81 (5H, m), 5.73 (1H, bs), 6.54, 6.72, 6.84 (1H, t), 6.91 (1H, d), 6.94 (1H, dd), 7.06 (1H, dd), 7.54 (1H, dd), 8.03 (1H, d), 8.56 (1H, s).

(220) Compound III-561: colourless oil. δppm 2.95 (2H, t), 3.81 (2H, m), 5.74 (1H, bs), 6.54, 6.72, 6.89 (1H, t), 6.95 (1H, d), 7.32 (1H, d), 7.39 (1H, s), 7.44-7.54 (2H, m), 7.62 (1H, dd), 8.05 (1H, d), 8.57 (1H, s).

(221) Compound III-562: colourless oil. δppm 2.95 (2H, t), 3.81 (2H, m), 5.74 (1H, bs), 6.54, 6.72, 6.89 (1H, t), 6.97 (1H, d), 7.21-7.24 (2H, m), 7.61-7.67 (3H, m), 8.06 (1H, d), 8.57 (1H, s).

(222) Compound III-623: colourless oil. δppm 2.92 (2H, t), 3.80 (2H, m), 5.72 (1H, bs), 6.54, 6.72, 6.89 (1H, t), 6.91 (1H, s), 6.99 (1H, d), 7.15-7.22 (2H, m), 7.40 (1H, d), 7.61 (1H, dd), 8.00 (1H, d), 8.57 (1H, s).

(223) Compound III-650: colourless oil. δppm 2.13 (3H, s), 2.91 (2H, t), 3.79 (2H, m), 5.66 (1H, bs), 6.53, 6.72, 6.86 (1H, t), 6.89 (1H, s), 6.97 (1H, d), 7.17-7.25 (2H, m), 7.57 (1H, dd), 8.01 (1H, d), 8.56 (1H, s).

(224) Compound III-661: colourless oil.

(225) Compound III-2521: colourless oil. δppm 2.90 (2H, t), 3.74-3.81 (2H, m), 5.60 (1H, bs), 6.83-6.89 (1H, m), 7.09-7.11 (2H, m), 7.13-7.22 (1H, m), 7.37-7.42 (2H, m), 7.49-7.56 (1H, m), 8.15 (1H, d), 8.29 (1H, s).

(226) Compound III-2526: colourless oil. δppm 2.92 (2H, t), 3.74-3.81 (2H, m), 5.62 (1H, bs), 6.91 (1H, d), 7.02 (1H, d), 7.14-7.18 (2H, m), 7.29-7.34 (1H, m), 7.57-7.60 (1H, m), 8.05 (1H, d), 8.32 (1H, s).

(227) Compound III-2527: colourless oil. δppm 2.91 (2H, t), 3.74-3.81 (2H, m), 5.60 (1H, bs), 6.90 (1H, d), 7.07 (2H, dd), 7.35 (2H, dd), 7.54 (1H, dd), 8.03 (1H, d), 8.29 (1H, s).

(228) Compound III-2536: colourless oil. δ(CDCl.sub.3): 2.36 (3H, s), 2.89 (2H, t), 3.73-3.79 (2H, m), 5.62 (1H, bs), 6.85 (1H, d), 6.98-7.02 (2H, m), 7.20 (2H, d), 7.54 (1H, dd), 8.03 (1H, d), 8.29 (1H, s).

(229) Compound III-2539: colourless oil. δppm 2.89 (2H, t), 3.73-3.79 (2H, m), 3.81 (3H, t), 5.61 (1H, bs), 6.83 (1H, d), 6.92 (2H, dd), 7.05 (2H, dd), 7.52 (1H, dd), 8.03 (1H, d), 8.29 (1H, s).

(230) Compound III-2541: colourless oil. δppm 2.93 (2H, t), 3.75-3.82 (2H, m), 5.62 (1H, bs), 6.94 (1H, d), 7.32 (1H, d), 7.40-7.51 (3H, m), 7.60 (1H, dd), 8.04 (1H, d), 8.30 (1H, s).

(231) Biological Testing

(232) The compounds of the present invention exhibit both excellent fungicidal activity against many fungi in agricultural field and better insecticidal and acaricidal activities.

(233) Except for the controls CK1-CK21 (known compounds illustrated in background technology) listed in following Table 303-310, according to the prior art, the following compounds CK22-CK84, diflumetorim and flufenerim were also prepared as controls, all the controls were self-made, they are listed in Table 302.

(234) TABLE-US-00029 TABLE 302 the structure of controls No. Structure CK22 CK23 CK24 0 CK25 CK26 CK27 CK28 CK29 CK30 CK31 CK32 CK33 CK34 0 CK35 CK36 CK37 CK38 CK39 CK40 CK41 CK42 CK43 CK44 0 CK45 CK46 CK47 CK48 CK49 CK50 CK51 CK52 CK53 CK54 00 CK55 01 CK56 02 CK57 03 CK58 04 CK59 05 CK60 06 CK61 07 CK62 08 CK63 09 CK64 0 CK65 CK66 CK67 CK68 CK69 CK70 CK71 CK72 CK73 CK74 0 CK75 CK76 CK77 CK78 CK79 CK80 CK81 CK82 CK83 CK84 0

Example 32: Fungicidal Testing

(235) (1) The Determination of Protectant Activity In Vivo

(236) The method is as followed: The whole plant is used in this test. The compound is dissolved in a proper solvent to get mother solution. The proper solvent is selected from acetone, methanol, DMF and so on according to their dissolving capability to the sample. The volume rate of solvent and testing solution (v/v) is equal to or less than 5%. The mother solution is diluted with water containing 0.1% tween-80 to get the testing solution whose concentration is designed. The testing solution is sprayed to the host plant by a special plant sprayer. The plant is inoculated with fungus after 24 hours. According to the infecting characteristic of fungus, the plant is stored in a humidity chamber and then transferred into greenhouse after infection is finished. And the other plants are placed in greenhouse directly. The activity of compound is obtained by eyeballing after 7 days in common.

(237) The protectant activities in vivo of some compounds are as follows:

(238) The protectant activity against cucumber downy mildew in vivo:

(239) At the dosage of 400 ppm, the protectant activity of compounds I-22, I-35, I-254, I-255, I-467, I-483, I-486, I-502, I-583, I-602, I-699, I-815, I-987, I-1762, I-1878, I-2555, I-2574, I-2748, I-2611, I-3077, I-3309, I-4757, I-5221, I-6730, I-6732, I-6740, I-6765, I-6790, I-6796, II-21, II-25, II-69, II-154, II-204, II-236, II-254, II-297, II-299, II-303, II-347, II-432, II-482, II-1687, II-1965, II-8915, II-8917, II-8921, II-8965, II-9058, II-10583, III-1, III-5, III-7, III-16, III-19, III-22, III-82, III-110, III-121, III-181, III-187, III-196, III-199, III-201, II-202, III-262, III-263, III-290, III-301, III-541, III-547, III-556, III-562, III-622, III-623, III-650, III-2521, III-2526, III-2527, III-2536, III-2539, III-2541, III-2630 and so on was 100%, the protectant activity of compounds I-618, I-1199, I-2787, I-2843, I-6793, I-6797, II-235, II-274, II-9073, II-9170, II-9336, II-19334 and so on was between 80%-99%;

(240) At the dosage of 100 ppm, the protectant activity of compounds I-22, I-254, I-255, I-467, I-583, I-602, I-699, I-987, I-1199, I-2748, I-3077, I-4757, I-6730, I-6732, I-6740, I-6765, II-21, II-204, II-236, II-297, II-299, II-482, II-1687, II-8915, II-8917, II-8921, II-8965, II-10583, III-1, III-5, III-7, III-16, III-19, III-22, III-82, III-110, III-121, III-181, III-187, III-196, III-199, III-201, III-202, III-262, III-263, III-301, III-541, III-547, III-556, III-562, III-622, III-623, III-650, III-2521, III-2526, III-2527, III-2536, III-2539, III-2541 and so on was 100%, the protectant activity of compounds I-35, I-502, I-987, I-2555, I-2611, I-3309, I-5221, I-6790, I-6796, II-25, II-69, II-303, II-347, II-9058, III-290, III-2630 and so on was between 80%-99%;

(241) At the dosage of 50 ppm, the protectant activity of compounds I-22, I-254, I-255, I-467, I-2748, I-3077, I-6730, I-6765, II-21, II-204, II-236, II-297, II-482, II-1687, II-8917, II-8965, III-1, III-5, III-7, III-16, III-19, III-22, III-82, III-110, III-121, III-181, III-187, III-196, III-201, III-202, III-262, III-263, III-301, III-541, III-547, III-556, III-562, III-622, III-623, III-650, III-2521, III-2526, III-2527, III-2536, III-2539, III-2541 and so on was 100%, the protectant activity of compounds I-583, I-602, I-699, I-987, I-1199, I-2611, I-3309, I-5221, I-6790, I-6796, II-25, II-299, II-8915, II-8921, II-9058, II-10583, III-199, III-2630 and so on was between 80%-99%;

(242) At the dosage of 25 ppm, the protectant activity of compounds I-22, I-255, I-467, I-583, I-699, I-3077, I-6730, I-6732, I-6765, II-204, II-236, II-297, II-482, II-8917, III-1, III-5, III-7, III-16, III-19, III-22, III-82, III-110, III-121, III-181, III-187, III-196, III-201, III-202, III-262, III-263, III-301, III-541, III-547, III-556, III-562, III-622, III-623, III-2521, III-2526, III-2527, III-2539 and so on was 100%, the protectant activity of compounds I-602, I-699, I-3309, I-6790, II-25, II-1687, II-8915, II-8921, II-8965, II-10583, III-199, III-650, III-2536, III-2541 and so on was between 80%-99%;

(243) At the dosage of 12.5 ppm, the protectant activity of compounds I-22, III-1, III-7, III-16, III-22, III-187, III-202, III-301, III-541, III-556, III-562, III-622, III-2521, III-2527 and so on was 100%, the protectant activity of compounds I-255, I-3077, I-6765, II-204, II-482, II-8915, II-8917, II-10583, III-19, III-82, III-196, III-201, III-263, III-623, III-650, III-2536, III-2539 and so on was between 80%-99%;

(244) At the dosage of 6.25 ppm, the protectant activity of compounds I-22, III-7, III-16, III-22, III-187, III-202, III-301, III-541, III-562 and so on was 100%, the protectant activity of compounds I-6765, II-8915, II-8917, II-10583, III-19, III-196, III-556, III-622 and so on was between 80%-99%.

(245) The protectant activity against wheat powdery mildew in vivo:

(246) At the dosage of 400 ppm, the protectant activity of compounds I-22, I-23, I-34, I-35, I-254, I-255, I-266, I-267, I-467, I-486, I-502, I-602, I-815, I-929, I-987, I-1219, I-1414, I-1472, I-1762, I-2342, I-2555, I-2574, I-3309, I-4121, I-4757, I-6729, I-6730, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6790, I-6793, I-6795, I-6796, II-19, II-25, II-69, II-154, II-204, II-297, II-299, II-303, II-347, II-432, II-482, II-1687, II-1965, II-8917, II-8921, II-8965, II-9058, II-9073, II-10583, II-19334, III-1, III-5, III-6, III-7, III-16, III-19, III-21, III-22, III-82, III-83, III-110, III-121, III-181, III-185, III-186, III-187, III-196, III-199, III-201, III-202, III-262, III-263, III-301, III-541, III-545, III-546, III-547, III-556, III-559, III-561, III-562, III-622, III-623, III-650, III-2536, III-2541 and so on was 100%; compounds I-483, I-583, I-2748, I-2787, I-2922, I-3077, I-5221, I-6797, II-53, II-9351, III-2539 and so on was between 80%-99%.

(247) At the dosage of 100 ppm, the protectant activity of compounds I-22, I-254, I-255, I-267, I-467, I-486, I-602, I-987, I-1414, I-1472, I-2342, I-2555, I-2574, I-6729, I-6730, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6793, II-154, II-204, II-297, II-303, II-347, II-432, II-482, II-1687, II-8921, II-8965, II-10583, II-19334, III-121, III-202, III-301 and so on was 100%; compounds I-23, I-483, I-502, I-583, I-6731, I-6732, I-6733, I-6735, II-19, II-25, II-299, II-8917, II-9058, II-9073, III-1, III-5, III-7, III-22, III-82, III-110, III-181, III-541, III-545, III-562, III-2541 and so on was between 80%-99%.

(248) At the dosage of 25 ppm, the protectant activity of compounds I-22, I-254, I-255, I-2342, I-2555, I-2574, I-6730, I-6739, I-6740, I-6742, I-6765, I-6793, II-204, II-297, II-303, II-347, II-432, II-482, II-1687, II-8921, II-10583, II-19334, III-202 and so on was 100%; compounds I-23, I-254, I-502, I-602, I-987, I-6729, I-6731, I-6732, I-6733, I-6735, I-6756, I-6763, II-19, II-299, II-8917, II-8965, II-9058, II-9073, III-121, III-301 and so on was between 80%-99%.

(249) At the dosage of 6.25 ppm, the protectant activity of compounds I-22, I-2342, I-2574, I-6765, II-204, II-432, II-10583 and II-19334 and so on was 100%; compounds I-23, I-255, I-502, I-2555, I-6730, I-6739, I-6742, II-19, II-297, II-303, II-482, II-1687, II-8921, III-202 and so on was between 80%-99%.

(250) The protectant activity against corn rust in vivo:

(251) At the dosage of 400 ppm, the protectant activity of compounds I-22, I-35, I-254, I-266, I-267, I-467, I-483, I-486, I-583, I-815, I-929, I-987, I-1045, I-1199, I-1219, I-1472, I-1762, I-1878, I-2342, I-2555, I-2574, I-2922, I-3077, I-4121, I-4757, I-5221, I-6729, I-6730, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6790, I-6791, I-6793, I-6795, I-6796, II-19, II-21, II-53, II-69, II-154, II-165, II-204, II-297, II-299, II-303, II-347, II-432, II-482, II-1687, II-1965, II-8915, II-8917, II-8921, II-8965, II-10583, II-19334, III-1, III-6, III-7, III-16, III-19, III-21, III-82, III-83, III-110, III-181, III-185, III-186, III-196, III-199, III-201, III-202, III-262, III-301, III-541, III-545, III-546, III-547, III-556, III-559, III-561, III-622, III-623, III-661, III-2521, III-2526, III-2536, III-2539, III-2630 and so on was 100%; compounds I-1627, I-2748, II-25, II-236, II-254, III-5, III-22, III-650, III-2527, III-2541 and so on was between 80%-99%.

(252) At the dosage of 100 ppm, the protectant activity of compounds I-22, I-35, I-254, I-467, I-486, I-583, I-987, I-2342, I-2574, I-2922, I-4757, I-5221, I-6729, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6796, II-21, II-69, II-154, II-204, II-297, II-299, II-303, II-347, II-432, II-482, II-1687, II-8915, II-8917, II-8965, II-10583, III-6, III-7, III-21, III-110, III-201, III-202, III-262, III-301, III-545, III-546, III-559, III-561, III-622, III-661 and so on was 100%; compounds I-267, I-815, I-1199, I-1219, I-3077, I-3309, I-6730, I-6791, II-19, II-165, II-8921, II-19334, III-19, III-82, III-181, III-185, III-186, III-196, III-199, III-547, III-556, III-623, III-2526 and so on was between 80%-99%.

(253) At the dosage of 25 ppm, the protectant activity of compounds I-22, I-254, I-583, I-2342, I-6729, I-6742, II-69, II-154, II-204, II-303, II-432, II-482, II-8915, II-8917, II-8965, III-7, III-262, III-561, III-622 and so on was 100%; compounds I-35, I-266, I-467, I-987, I-1219, I-2574, I-4757, I-5221, I-6730, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6765, I-6757, I-6796, II-21, II-297, II-299, II-347, II-8921, II-10583, III-199, III-201, III-545, III-546, III-559 was between 80%-99%.

(254) At the dosage of 6.25 ppm, the protectant activity of compounds I-22, I-254, I-2342, I-6742, II-154, II-303, II-432, II-482, II-8915, II-8917 and so on was 100%; compounds I-266, I-987, I-2574, I-6732, I-6733, I-6796, II-21, II-204, II-297, II-299, II-347, II-8921, II-8965, III-262, III-559, III-561, III-622 was between 80%-99%.

(255) (2) Determination of Fungicidal Activity In Vitro

(256) The method is as followed: High Through Put is used in the test. The compound is dissolved in a proper solvent to become a testing solution whose concentration is designed. The solvent is selected from acetone, methanol, DMF and so on according to their dissolving capability to the sample. In a no animalcule condition, the testing solution and pathogens suspension are added into the cells of 96 cells culture board, which then should be placed in the constant temperature box. 24 hours later, pathogen germination or growth can be investigated by eyeballing, and the activity in vitro of the compound is evaluated based on germination or growth of control treatment.

(257) The activities in vitro (inhibition rate) of some compounds are as follows:

(258) The inhibition rate against rice blast:

(259) At the dosage of 25 ppm, the inhibition rate of compounds I-22, I-483, I-929, I-987, I-1762, I-2574, I-2922, I-6757, I-6758, I-6763, II-53, II-165, II-274, II-1965, III-7, III-121, III-301, III-661 and so on was 100%; compounds I-23, I-35, I-254, I-255, I-266, I-618, I-1199, I-1219, I-1878, I-2342, I-3077, I-3309, I-4121, I-4757, I-5221, I-6729, I-6730, I-6731, I-6732, I-6733, I-6734, I-6735, I-6742, I-6758, I-6791, I-6793, I-6795, I-6796, I-6797, II-19, II-25, II-69, II-204, II-347, II-482, II-1687, II-9336, II-10583, III-1, III-5, III-6, III-7, III-16, III-19, III-21, III-22, III-82, III-83, III-110, III-181, III-186, III-187, III-196, III-199, III-201, III-202, III-262, III-541, III-545, III-546, III-547, III-556, III-559, III-561, III-562, III-622, III-623, III-661, III-2521, III-2526, III-2536, III-2539, III-2541, III-2630 was between 80%-99%, contrast compounds CK4, CK5, CK6, CK10, CK20, CK32, CK33, CK35, CK37, CK40, CK41, CK43, CK46, CK47, CK48, CK49, CK50, CK55, CK56 and CK58 was less than 50%, contrast compounds CK1, CK2, CK3, CK7, CK11, CK13, CK15, CK16, CK21, CK38, CK39, CK44, CK45, CK59, CK60, CK61 and CK63 was all 0;

(260) At the dosage of 8.3 ppm, the inhibition rate of compounds I-483, I-2574, I-2922, II-53, II-165, III-7, III-661 and so on was 100%; compounds I-22, I-929, I-987, I-6758 and II-274 was between 80%-99%, contrast compound CK17 was 50%; contrast compounds CK5, CK6, CK14, CK18, CK19, CK46, CK47, CK48, CK49, CK50, CK51, CK52 and diflumetorim was all 0;

(261) At the dosage of 2.8 ppm, the inhibition rate of compounds I-483, I-2922, II-53, II-165, III-7 and so on was 100%; compound II-274 was between 80%-99%, contrast compound CK17 was 0;

(262) At the dosage of 0.9 ppm, the inhibition rate of compounds I-483, I-2922, II-53, II-165, III-7 and so on was 100%;

(263) At the dosage of 0.3 ppm, the inhibition rate of compounds I-483, I-2922, II-53, II-165 and III-7 was 100%;

(264) At the dosage of 0.1 ppm, the inhibition rate of compounds I-483, I-2922, II-165 and III-7 was 100%;

(265) The inhibition rate against cucumber gray mold:

(266) At the dosage of 25 ppm, the inhibition rate of compounds I-486, I-1045, I-2342, I-4757, II-303, II-1965, II-8921, III-82 and so on was 100%; compounds I-1199, I-3309, II-69, II-347, III-7, III-199, III-202, III-262, III-545, III-547, III-559, III-622 was between 80%-99%, contrast compounds CK20, CK21, CK24, CK25, CK44, CK45, CK56, CK57, CK62 was less than 50%, contrast compounds CK1, CK2, CK3, CK4, CK6, CK7, CK8, CK9, CK10, CK13, CK14, CK15, CK16, CK17, CK22, CK26, CK32, CK33, CK34, CK35, CK46, CK47, CK48, CK51, CK52, CK53, CK54, CK55, CK58, CK59, CK60, CK61, CK63, CK67, CK68, CK70, CK73, CK74, CK75, CK76, CK77, CK78, CK79, CK80, CK81, CK82, CK83, CK84, diflumetorim and flufenerim was all 0;

(267) (2) The Contrastive Test Results of Some Compounds and Contrasts

(268) Contrastive tests were carried out between some compounds and contrasts. The test results are listed in table 303-table 305 (“///” in the following tables means no test).

(269) TABLE-US-00030 TABLE 303 The comparative test of protectant activity against cucumber downy mildew control effect against cucumber downy mildew (%) Compound 400 100 50 25 12.5 6.25 3.125 No. mg/L mg/L mg/L mg/L mg/L mg/L mg/L I-22 100 100 100 100 100 100 85 I-3309 100 90 90 90 70 60 50 II-236 100 100 100 100 /// /// /// II-297 100 100 100 100 /// /// /// II-8915 100 100 100 99 95 90 20 II-8917 100 100 100 100 95 85 /// II-10583 100 100 100 95 95 95 /// III-1 100 100 100 100 100 /// /// III-5 100 100 100 100 /// /// /// III-7 100 100 100 100 100 100 100 III-16 100 100 100 100 100 100 /// III-19 100 100 100 100 98 95 /// III-22 100 100 100 100 100 100 /// III-82 100 100 100 100 98 /// /// III-110 100 100 100 100 /// /// /// III-121 100 100 100 100 /// /// /// III-181 100 100 100 100 /// /// /// III-187 100 100 100 100 100 100 /// III-196 100 100 100 100 85 85 /// III-201 100 100 100 100 98 /// /// III-202 100 100 100 100 100 100 /// III-262 100 100 100 100 /// /// /// III-263 100 100 100 100 98 70 /// III-301 100 100 100 100 100 100 /// III-541 100 100 100 100 100 100 95 III-547 100 100 100 100 /// /// /// III-556 100 100 100 100 100 95 /// III-562 100 100 100 100 100 100 /// III-622 100 100 100 100 100 98 /// III-623 100 100 100 100 98 70 /// III-650 100 100 100 98 95 /// /// III-2521 100 100 100 100 100 /// /// III-2527 100 100 100 100 100 75 /// III-2536 100 100 100 98 90 /// /// III-2539 100 100 100 100 85 /// /// CK1 100 100 100 100 50 30 20 CK3 80 /// /// /// /// /// /// CK6 70 /// /// /// /// /// /// CK7 70 30 0 0 /// /// /// CK8 98 95 80 75 /// /// /// CK9 100 98 90 70 /// /// /// CK10 100 82 40 20 /// /// /// CK11 85 30 0 0 /// /// /// CK13 85 25 0 0 /// /// /// CK14 98 40 0 0 /// /// /// CK15 95 15 0 0 /// /// /// CK16 85 /// /// /// /// /// /// CK17 100 40 10 0 /// /// /// CK20 100 10 0 0 /// /// /// CK22 100 98 75 60 /// /// /// CK23 100 0 0 0 /// /// /// CK25 100 0 0 0 /// /// /// CK26 100 60 40 0 /// /// /// CK27 100 0 0 0 /// /// /// CK28 100 40 20 0 /// /// /// CK29 98 98 90 25 /// /// /// CK32 60 /// /// /// /// /// /// CK33 0 /// /// /// /// /// /// CK34 85 /// /// /// /// /// /// CK35 60 /// /// /// /// /// /// CK37 100 20 10 0 /// /// /// CK42 100 100 100 20 0 0 0 CK43 100 40 20 0 /// /// /// CK52 100 98 90 70 /// /// /// CK53 100 90 85 60 /// /// /// CK54 100 90 80 65 /// /// /// CK55 100 0 0 0 /// /// /// CK56 100 10 0 0 /// /// /// CK57 50 /// /// /// /// /// /// CK58 0 /// /// /// /// /// /// CK59 80 /// /// /// /// /// /// CK60 100 10 0 0 /// /// /// CK61 100 90 85 30 /// /// /// CK62 80 /// /// /// /// /// /// CK63 70 /// /// /// /// /// /// CK65 0 /// /// /// /// /// /// CK66 0 /// /// /// /// /// /// CK67 100 60 20 0 /// /// /// CK68 0 /// /// /// /// /// /// CK69 100 100 98 50 /// /// /// CK70 100 60 30 0 /// /// /// CK71 80 /// /// /// /// /// /// CK72 100 100 40 20 /// /// /// CK73 98 98 95 60 /// /// /// CK74 50 /// /// /// /// /// /// CK75 60 /// /// /// /// /// /// CK76 0 /// /// /// /// /// /// CK77 0 /// /// /// /// /// /// CK78 0 /// /// /// /// /// /// CK79 85 /// /// /// /// /// /// CK80 85 /// /// /// /// /// /// CK83 100 100 98 85 /// /// /// CK84 100 100 100 85 /// /// /// diflumetorim 100 100 100 70 15 0 /// flufenerim 0 /// /// /// /// /// ///

(270) TABLE-US-00031 TABLE 304 The comparative test of protectant activity against wheat powdery mildew control effect against wheat powdery mildew (%) Compound 400 100 25 6.25 1.6 0.4 No. mg/L mg/L mg/L mg/L mg/L mg/L I-22 100 100 100 100 15 /// I-254 100 100 100 100 20 /// I-2342 100 100 100 100 95 60 I-2574 100 100 100 100 75 20 I-6765 100 100 100 100 /// /// II-204 100 100 100 100 /// /// II-297 100 100 100 90 40 30 II-303 100 100 100 90 80 25 II-432 100 100 100 100 80 50 II-482 100 100 100 98 /// /// II-8921 100 100 100 90 40 /// II-10583 100 100 100 100 /// /// II-19334 100 100 100 100 60 /// III-1 100 98 98 98 /// /// III-202 100 100 100 95 /// /// CK1 100 100 100 80 /// /// CK2 100 100 80 0 /// /// CK4 40 0 /// /// /// /// CK6 100 100 90 85 0 0 CK8 0 /// /// /// /// /// CK9 100 0 0 0 /// /// CK10 50 /// /// /// /// /// CK11 100 60 40 0 /// /// CK12 80 30 0 0 /// /// CK13 40 0 0 0 /// /// CK14 85 10 0 0 /// /// CK15 95 85 10 0 /// /// CK16 70 /// /// /// /// /// CK17 100 75 70 50 /// /// CK19 50 0 /// /// /// /// CK20 100 30 0 0 /// /// CK21 0 /// /// /// /// /// CK22 100 90 50 0 /// /// CK23 100 0 0 0 /// /// CK24 0 0 /// /// /// /// CK25 0 /// /// /// /// /// CK26 70 /// /// /// /// /// CK27 80 /// /// /// /// /// CK29 100 80 50 40 /// /// CK30 100 80 20 0 /// /// CK31 0 0 0 0 /// /// CK32 0 /// /// /// /// /// CK33 0 /// /// /// /// /// CK34 0 /// /// /// /// /// CK35 0 /// /// /// /// /// CK36 100 80 60 0 /// /// CK37 0 /// /// /// /// /// CK41 100 70 50 0 /// /// CK42 100 70 60 50 /// /// CK43 20 /// /// /// /// /// CK44 0 /// /// /// /// /// CK45 0 /// /// /// /// /// CK48 30 0 0 0 /// /// CK51 100 80 40 0 /// /// CK53 100 80 0 0 /// /// CK52 0 /// /// /// /// /// CK55 60 /// /// /// /// /// CK56 70 /// /// /// /// /// CK57 0 /// /// /// /// /// CK58 0 /// /// /// /// /// CK59 0 /// /// /// /// /// CK60 0 /// /// /// /// /// CK61 70 /// /// /// /// /// CK63 50 /// /// /// /// /// CK65 0 /// /// /// /// /// CK66 0 /// /// /// /// /// CK67 0 /// /// /// /// /// CK68 0 /// /// /// /// /// CK69 100 0 0 0 /// /// CK70 98 0 0 0 /// /// CK71 100 /// /// /// /// /// CK72 100 70 60 50 /// /// CK73 40 /// /// /// /// /// CK74 0 /// /// /// /// /// CK75 0 /// /// /// /// /// CK76 75 /// /// /// /// /// CK77 100 100 80 70 /// /// CK78 0 /// /// /// /// /// CK79 0 /// /// /// /// /// CK80 100 80 0 0 /// /// CK81 40 /// /// /// /// /// CK82 100 80 0 0 /// /// CK83 100 100 70 40 /// /// diflumetorim 100 95 95 90 /// ///

(271) TABLE-US-00032 TABLE 305 The comparative test of protectant activity against corn rust control effect against corn rust (%) Compound 400 100 25 6.25 1.6 0.4 No. mg/L mg/L mg/L mg/L mg/L mg/L I-22 100 100 100 100 50 20 I-254 100 100 100 100 95 40 II-154 100 100 100 100 50 /// II-303 100 100 100 100 80 50 II-432 100 100 100 100 75 15 II-482 100 100 100 100 /// /// II-8915 100 100 100 100 80 30 II-8917 100 100 100 100 60 10 II-8965 100 100 100 95 85 30 III-7 100 100 100 /// /// /// III-262 100 100 100 90 90 60 III-561 100 100 100 95 80 40 CK2 100 100 100 85 /// /// CK4 0 0 /// /// /// /// CK5 95 98 40 30 /// /// CK6 100 100 100 80 30 0 CK8 50 /// /// /// /// /// CK9 100 100 20 0 /// /// CK10 50 /// /// /// /// /// CK12 100 100 85 75 /// /// CK13 100 0 0 0 /// /// CK14 100 20 0 0 /// /// CK15 95 85 30 0 /// /// CK16 0 /// /// /// /// /// CK17 100 0 0 0 //// /// CK18 80 30 0 /// /// /// CK19 70 0 /// /// /// /// CK20 100 70 0 0 /// /// CK21 85 /// /// /// /// /// CK22 100 100 40 0 /// /// CK23 100 0 0 0 /// /// CK24 100 50 20 0 /// /// CK25 0 /// /// /// /// /// CK26 100 0 0 0 /// /// CK27 100 100 90 30 /// /// CK28 100 100 100 95 0 0 CK29 100 95 85 30 /// /// CK30 0 0 0 0 /// /// CK31 0 0 0 0 /// /// CK33 0 /// /// /// /// /// CK34 0 /// /// /// /// /// CK35 0 /// /// /// /// /// CK36 100 60 40 0 /// /// CK37 0 /// /// /// /// /// CK38 0 /// /// /// /// /// CK39 100 100 80 50 10 0 CK40 100 100 90 70 30 0 CK41 100 100 90 80 20 0 CK42 70 /// /// /// /// /// CK43 85 /// /// /// /// /// CK44 85 /// /// /// /// /// CK45 80 /// /// /// /// /// CK46 40 0 0 0 /// /// CK47 80 30 0 0 /// /// CK48 60 20 0 0 /// /// CK49 85 30 0 0 /// /// CK50 80 0 0 0 /// /// CK51 80 20 0 0 /// /// CK52 85 /// /// /// /// /// CK53 0 /// /// /// /// /// CK54 100 60 30 0 /// /// CK55 0 /// /// /// /// /// CK56 70 /// /// /// /// /// CK57 0 /// /// /// /// /// CK58 0 /// /// /// /// /// CK59 0 /// /// /// /// /// CK60 0 /// /// /// /// /// CK61 0 /// /// /// /// /// CK63 100 30 0 0 /// /// CK65 0 /// /// /// /// /// CK66 0 /// /// /// /// /// CK67 0 /// /// /// /// /// CK68 0 /// /// /// /// /// CK69 100 90 50 0 /// /// CK70 100 30 10 0 /// /// CK71 0 /// /// /// /// /// CK72 100 80 20 0 /// /// CK73 100 90 10 0 /// /// CK74 100 100 90 85 /// /// CK75 0 /// /// /// /// /// CK76 70 /// /// /// /// /// CK77 100 60 40 0 /// /// CK78 0 /// /// /// /// /// CK79 0 /// /// /// /// /// CK80 100 85 20 0 /// /// CK81 80 /// /// /// /// /// CK82 100 30 0 0 /// /// CK83 30 /// /// /// /// /// CK84 100 90 60 0 /// /// diflumetorim 100 80 10 0 /// ///

Example 33: Bioactivity Test Against Insects and Mites

(272) Determination of insecticidal activity of compounds of the present invention against a few insects were carried out by the following procedures:

(273) Compounds were dissolved in mixed solvent (acetone:methanol=1:1), and diluted to required concentration with water containing 0.1% of tween 80.

(274) Diamond back moth, armyworm, peach aphid and carmine spider mite were used as targets and the method of spraying by airbrush was used for determination of insecticidal biassays.

(275) (1) Bioactivity Test Against Diamond Back Moth

(276) (1) Determination of Insecticidal Activity Against Diamond Back Moth

(277) The method of spraying by airbrush: The cabbage leaves were made into plates of 2 cm diameter by use of punch. A test solution (0.5 ml) was sprayed by airbrush at the pressure of 0.7 kg/cm.sup.2 to both sides of every plate. 10 Second instar larvae were put into the petri-dishes after the leaf disc air-dried and 3 replicates were set for each treatment. Then the insects were maintained in observation room (25° C., 60˜70% R.H.). Scores were conducted and mortalities were calculated after 72 hrs.

(278) Part of Test Results Against Diamond Back Moth:

(279) At the dosage of 600 ppm, compounds I-22, I-254, I-255, I-467, I-583, I-815, I-3077, I-3309, I-4121, I-6729, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6742, I-6756, I-6757, I-6758, I-6765, II-19, II-154, II-204, II-297, II-347, II-482, II-1687, II-1965, II-8915, II-8965, II-10583, II-19334, III-1, III-6, III-7, III-16, III-19, III-21, III-22, III-110, III-181, III-185, III-187, III-196, III-199, III-201, III-202, III-541, III-546, III-547, II-556, III-559, III-562, III-622 and III-2527 showed 100% control against carmine spider mite; compounds II-21, II-274, II-303, II-432, II-8917, II-9170, III-83, III-262, III-545, II-561, III-2526 and III-2539 showed 80%-99% control.

(280) At the dosage of 100 ppm, compounds I-254, I-255, I-6739, I-6740, I-6742, I-6756, I-6757, I-6758, I-6765, I-3309, II-19, II-204, II-482, II-19334, III-196, III-546, III-547 and III-556 showed 100% control against carmine spider mite; compounds II-1965, II-8965, II-9170, III-7, III-22, III-187 and III-202 showed 80%-99% control.

(281) (2) Bioactivity Test Against Armyworm

(282) The method of spraying by airbrush: The corn leaves were made into plates of 2 cm diameter by use of punch. A test solution (0.5 ml) was sprayed by airbrush at the pressure of 0.7 kg/cm.sup.2 to both sides of every plate. 10 Second instar larvae were put into the petri-dishes after the leaf disc air-dried and 3 replicates were set for each treatment. Then the insects were maintained in observation room (25□, 60˜70% R.H.). Scores were conducted and mortalities were calculated after 72 h.

(283) Part of Test Results Against Armyworm:

(284) At the dosage of 600 ppm, compounds I-255, I-467, I-486, I-583, I-1472, I-2342, I-3309, I-4121, I-6729, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6756, I-6757, I-6758, I-6763, I-6765, II-19, II-21, II-69, II-204, II-297, II-299, II-347, II-482, II-1965, II-8915, II-8917, II-8965, II-10583, II-19334, III-1, III-6, III-7, III-16, III-19, III-21, III-22, III-181, III-187, III-196, III-199, III-201, III-202, III-541, III-546, III-547, III-556, II-559, III-561, III-562 and III-2527 showed 100% control against carmine spider mite; compounds I-254, I-1762, I-2748, I-6742, II-303, II-432, III-110, III-650 and III-2541 showed 80%-99% control.

(285) At the dosage of 100 ppm, compounds I-255, I-3309, I-6739, I-6740, I-6741, I-6756, I-6757, I-6758, I-6763, I-6765, II-204, II-482, II-8965, III-22, III-187, III-199, III-202, III-547, III-559, III-561 and III-562 showed 100% control against carmine spider mite; compounds I-1472, II-69, II-297, II-1965, II-8915, II-19334, III-196, III-201 and III-650 showed 80%-99% control.

(286) At the dosage of 10 ppm, compounds II-482, III-187, III-547 and III-562 showed 80%-99% control.

(287) (3) Bioactivity Test Against Green Peach Aphid

(288) Method: Filter papers were put in culture dishes (Diameter=6 cm), and water was dripped on filter papers for preserving moisture. Green peach aphids (Myzus Persicae Sulzer) were maintained on cabbage. Leaves (Diameter=3 cm) of approximately 15-30 aphids were put in the culture dishes. Bioactivity tests were used the method of Airbrush Foliar Spray, pressure=10 psi (0.7 kg/cm2), spray volume=0.5 mL. The studies were conducted at three constant temperatures 25±1 C in incubator cabinets with 60±5% RH. Survey the survival aphids after 48 hrs and calculate the death rates.

(289) Part of Test Results Against Green Peach Aphid:

(290) At the dosage of 600 ppm, compounds I-22, I-23, I-34, I-35, I-254, I-255, I-266, I-267, I-467, I-483, I-486, I-502, I-583, I-602, I-815, I-929, I-987, I-1414, I-1472, I-1762, I-1878, I-2342, I-2555, I-2748, I-3077, I-3309, I-4121, I-6729, I-6730, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6790, I-6793, I-6795, I-6796, I-6797, II-19, II-21, II-25, II-69, II-154, II-204, II-236, II-297, II-299, II-303, II-347, II-432, II-443, II-482, II-1687, II-1965, II-8915, II-8917, II-8921, II-8965, II-9073, II-10583, II-19334, III-1, III-5, III-6, III-7, III-16, III-19, III-21, III-22, III-82, III-83, III-110, III-121, III-181, III-185, III-186, III-187, III-196, III-199, III-201, III-202, III-262, III-263, III-301, III-541, III-545, III-546, III-547, III-556, III-559, III-561, III-562, III-622, III-623, III-650, III-661, III-2527, III-2536 and III-2539 showed 100% control against carmine spider mite; compounds I-699, I-1199, I-5221, III-2526 and III-2541 showed 80%-99% control.

(291) At the dosage of 100 ppm, compounds I-22, I-23, I-34, I-35, I-254, I-255, I-266, I-267, I-483, I-486, I-583, I-602, I-815, I-987, I-1414, I-1472, I-1762, I-1878, I-2342, I-2555, I-3077, I-3309, I-4121, I-6729, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6793, I-6796, I-6797, II-19, II-69, II-154, II-204, II-297, II-299, II-303, II-347, II-432, II-443, II-482, II-1687, II-1965, II-8915, II-8917, II-8965, II-10583, II-19334, III-7, III-16, III-22, III-110, III-121, III-181, III-185, III-186, III-187, III-196, III-199, III-201, III-202, III-262, III-301, III-541, III-547, III-556, III-559, III-561, III-562, III-650 and III-661 showed 100% control against carmine spider mite; compounds I-467, I-5221, II-21, II-25, II-8921, II-9073, III-1, III-5, III-6, III-21, III-545 and III-546 showed 80%-99% control.

(292) At the dosage of 10 ppm, compounds I-22, I-34, I-35, I-254, I-255, I-266, I-267, I-987, I-1472, I-1762, I-1878, I-2342, I-3309, I-4121, I-6729, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6796, II-19, II-69, II-204, II-297, II-347, II-482, II-1687, II-1965, II-8915, II-8917, II-8965, II-10583, II-19334, III-22, III-181, III-187, III-202, III-301, III-547 and III-562 showed 100% control against carmine spider mite; compounds I-23, I-583, I-602, I-3077, I-6793, I-6797, II-21, II-299, III-7, III-186, III-196 and III-541 showed 80%-99% control.

(293) At the dosage of 5 ppm, compounds I-254, I-1762, I-6731, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, II-69, II-204, II-297, II-347, II-482 and II-8915 showed 100% control against carmine spider mite; compounds II-299, II-8917, II-8965 and II-19334 showed 80%-99% control.

(294) At the dosage of 2.5 ppm, compounds I-254, I-6739, I-6756, I-6757, I-6758, I-6765, II-297, II-347, II-482 and II-8915 showed 100% control against carmine spider mite; compounds II-69, II-204 and II-19334 showed 80%-99% control.

(295) (4) Bioactivity Test Against Carmine Spider Mite

(296) The method: Broadbean shoots with two true leaves in pot were taken, the healthy adults of carmine spider mite were inoculated to the leaves. The adults were counted and then sprayed with airbrush at the pressure of 0.7 kg/cm.sup.2 and at dose of 0.5 ml. 3 replicates were set for each treatment. And then they were maintained in standard observation room. Scores were conducted and mortalities were calculated after 72 hrs.

(297) Parts of the Test Results Against Carmine Spider Mite are as Follows:

(298) At the dosage of 600 ppm, compounds I-22, I-23, I-254, I-255, I-266, I-267, I-483, I-583, I-602, I-929, I-987, I-1472, I-1762, I-2342, I-6729, I-6730, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6742, I-6756, I-6757, I-6758, I-6763, I-6765, I-6795, I-6797, II-19, II-21, II-69, II-154, II-204, II-297, II-299, II-303, II-347, II-432, II-443, II-482, II-1687, II-1965, II-8915, II-8917, II-8965, II-10583, II-19334, III-1, III-5, III-7, III-16, III-19, III-21, III-22, III-110, III-181, III-185, III-187, III-196, III-199, III-201, III-202, III-541, III-545, III-547, III-556, III-559, III-561, III-562 and III-2539 showed 100% control against carmine spider mite; compounds I-1414, I-2555, I-3077, I-3309, I-6796, II-165, III-83, III-546 and III-623 showed 80%-99% control.

(299) At the dosage of 100 ppm, compounds I-22, I-254, I-255, I-266, I-987, I-1762, I-2342, I-6729, I-6731, I-6732, I-6733, I-6734, I-6735, I-6739, I-6740, I-6741, I-6756, I-6757, I-6758, I-6763, I-6765, I-6795, I-6797, II-19, II-21, II-69, II-154, II-204, II-297, II-299, II-347, II-432, II-443, II-482, II-1965, II-8915, II-8917, II-8965, II-19334, III-7, III-16, III-22, III-181, III-187, III-199, III-202, III-547, III-556, III-559 and III-562 showed 100% control against carmine spider mite; compounds I-23, I-483, I-602, I-3309, III-1, III-19, III-196, III-541 and III-2539 showed 80%-99% control.

(300) At the dosage of 10 ppm, compounds I-254, I-6739, I-6756, I-6765, II-204, II-347, II-482, II-8965 and II-19334 showed 100% control against carmine spider mite; compounds I-6740, I-6741, I-6757, I-6758, II-69, II-443, III-199 and III-562 showed 80%-99% control.

(301) At the dosage of 5 ppm, compounds II-482 and II-19334 showed 100% control against carmine spider mite; compounds II-204, II-347 and II-8965 showed 80%-99% control.

(302) At the dosage of 2.5 ppm, compounds II-482, II-8965 and II-19334 showed 80%-99% control.

(303) (5) The Contrastive Test Results of Some Compounds and Contrasts

(304) Contrastive tests were carried out between some compounds and contrasts. The test results are listed in table 306 to table 310 (“///” in the following tables means no test).

(305) TABLE-US-00033 TABLE 306 contrastive tests against diamond back moth Insecticidal activity against diamond back moth (%) Compound No. 600 mg/L 100 mg/L 10 mg/L I-255 100 100 43 I-3309 100 100 60 I-6733 100 68 40 I-6734 100 52 40 I-6742 100 75 47 II-19 100 100 50 II-204 100 100 20 II-347 100 70 65 II-482 100 100 60 II-8965 100 80 40 III-196 100 100 /// III-546 100 100 /// III-547 100 100 57 III-556 100 100 77 CK4 0 /// /// CK6 86 16 0 CK7 85 16 0 CK8 33 /// /// CK9 100 45 25 CK10 33 /// /// CK11 86 55 5 CK12 100 35 0 CK13 67 16 0 CK14 67 10 0 CK15 17 15 0 CK16 0 /// /// CK17 0 /// /// CK20 57 /// /// CK21 80 25 10 CK22 0 /// /// CK23 0 /// /// CK25 0 /// /// CK26 0 /// /// CK27 0 /// /// CK28 0 /// /// CK29 0 /// /// CK30 0 /// /// CK32 0 /// /// CK33 29 /// /// CK34 0 /// /// CK35 0 /// /// CK36 20 0 0 CK37 0 /// /// CK38 100 21 5 CK39 80 20 0 CK40 100 29 13 CK41 86 53 0 CK42 0 /// /// CK43 0 /// /// CK44 80 25 10 CK45 86 12 0 CK46 100 10 0 CK48 40 /// /// CK51 57 /// /// CK52 20 /// /// CK53 0 /// /// CK55 0 /// /// CK56 0 /// /// CK57 0 /// /// CK58 0 /// /// CK59 57 /// /// CK60 86 25 15 CK61 0 /// /// CK63 57 /// /// CK65 86 35 5 CK66 0 /// /// CK67 14 /// /// CK68 14 /// /// CK69 100 5 0 CK70 0 /// /// CK71 0 /// /// CK72 0 /// /// CK74 0 /// /// CK75 0 /// /// CK76 0 /// /// CK77 0 /// /// CK78 0 /// /// CK79 0 /// /// CK80 0 /// /// CK81 0 /// /// CK82 17 /// /// CK83 17 /// /// CK84 0 /// /// diflumetorim 0 /// ///

(306) TABLE-US-00034 TABLE 307 contrastive tests against armyworm Insecticidal activity against armyworm (%) Compound No. 600 mg/L 100 mg/L 10 mg/L I-255 100 100 25 I-3309 100 100 60 I-6756 100 100 28 I-6757 100 100 28 II-204 100 100 47 II-297 100 95 30 II-482 100 100 80 II-8915 100 95 44 II-8965 100 100 69 II-19334 100 84 44 III-22 100 100 71 III-187 100 100 95 III-199 100 100 64 III-202 100 100 65 III-547 100 100 95 III-556 100 75 45 III-562 100 100 83 CK4 40 /// /// CK5 100 56 0 CK6 29 /// /// CK7 100 0 0 CK8 17 /// /// CK9 40 /// /// CK10 0 /// /// CK11 29 /// /// CK12 86 20 0 CK13 86 0 0 CK14 0 /// /// CK15 0 /// /// CK16 0 /// /// CK17 0 /// /// CK18 100 43 14 CK19 86 25 7 CK20 /// /// 0 CK21 0 /// /// CK22 0 /// /// CK23 0 /// /// CK24 /// /// 0 CK25 0 /// /// CK26 0 /// /// CK27 29 /// /// CK28 29 /// /// CK29 14 /// /// CK30 57 /// /// CK32 0 /// /// CK33 100 0 0 CK34 0 /// /// CK35 0 /// /// CK36 0 /// /// CK37 0 /// /// CK38 0 /// /// CK39 0 /// /// CK40 43 6 0 CK41 100 0 0 CK42 0 /// /// CK43 0 /// /// CK44 0 /// /// CK45 0 /// /// CK46 71 0 0 CK47 86 25 0 CK48 50 /// /// CK49 17 /// /// CK51 43 /// /// CK52 0 /// /// CK53 0 /// /// CK54 67 /// /// CK55 0 /// /// CK56 0 /// /// CK57 0 /// /// CK58 0 /// /// CK59 14 /// /// CK60 0 /// /// CK61 0 /// /// CK63 71 /// /// CK64 0 /// /// CK65 0 /// /// CK66 0 /// /// CK67 0 /// /// CK68 0 /// /// CK70 0 /// /// CK71 86 /// /// CK72 71 /// /// CK73 100 50 0 CK74 0 /// /// CK75 0 /// /// CK76 0 /// /// CK77 0 /// /// CK78 0 /// /// CK79 0 /// /// CK80 0 /// /// CK81 14 /// /// CK82 0 /// /// CK83 29 /// /// CK84 0 /// /// diflumetorim 0 /// ///

(307) TABLE-US-00035 TABLE 308 contrastive tests against peach aphid Insecticidal activity against peach aphid (%) Compound 600 100 10 5 2.5 1.25 No. mg/L mg/L mg/L mg/L mg/L mg/L I-22 100 100 100 100 100 100 I-254 100 100 100 100 100 100 I-3309 100 100 100 100 96 48 I-6731 100 100 100 100 93 60 I-6735 100 100 100 100 80 67 I-6739 100 100 100 100 100 100 I-6756 100 100 100 100 100 100 I-6757 100 100 100 100 100 100 I-6758 100 100 100 100 100 89 I-6765 100 100 100 100 100 84 II-19 100 100 100 /// /// /// II-69 100 100 100 100 81 /// II-204 100 100 100 100 97 60 II-297 100 100 100 100 100 93 II-347 100 100 100 100 100 81 II-482 100 100 100 100 100 100 II-1687 100 100 100 /// /// /// II-1965 100 100 100 /// /// /// II-8915 100 100 100 100 100 100 II-8917 100 100 100 83 /// /// II-8965 100 100 100 91 /// /// II-10583 100 100 100 /// /// /// II-19334 100 100 100 96 83 67 III-7 100 100 90 88 /// /// III-22 100 100 100 100 98 67 III-181 100 100 100 /// /// /// III-187 100 100 100 /// /// /// III-202 100 100 100 100 100 94 III-301 100 100 100 /// /// /// III-547 100 100 100 /// /// /// III-562 100 100 100 /// /// /// CK2 100 100 95 37 23 0 CK4 100 100 64 41 0 /// CK6 100 76 0 /// /// /// CK7 100 100 59 /// /// /// CK8 0 /// /// /// /// /// CK9 100 79 23 /// /// /// CK10 100 91 23 /// /// /// CK11 100 98 85 25 0 /// CK12 100 100 73 /// /// /// CK13 100 98 83 0 /// /// CK14 100 70 0 /// /// /// CK15 69 40 0 /// /// /// CK16 64 /// /// /// /// /// CK17 0 /// /// /// /// /// CK18 100 71 51 7 0 /// CK19 100 86 33 /// /// /// CK21 100 98 35 19 0 /// CK22 0 /// /// /// /// /// CK23 0 /// /// /// /// /// CK24 100 100 89 28 0 /// CK25 0 /// /// /// /// /// CK26 100 48 45 /// /// /// CK27 0 /// /// /// /// /// CK28 100 100 43 /// /// /// CK29 0 /// /// /// /// /// CK30 93 50 0 /// /// /// CK32 0 /// /// /// /// /// CK33 0 /// /// /// /// /// CK34 65 /// /// /// /// /// CK35 0 /// /// /// /// /// CK36 90 14 0 /// /// /// CK37 100 16 0 /// /// /// CK38 100 24 0 /// /// /// CK39 100 86 2 0 /// /// CK40 100 100 72 27 0 /// CK41 100 97 23 15 0 /// CK42 100 67 20 17 0 /// CK43 0 /// /// /// /// /// CK44 100 98 35 19 0 /// CK45 100 98 55 39 26 0 CK46 100 5 0 /// /// /// CK48 100 87 0 /// /// /// CK51 100 50 0 /// /// /// CK52 88 0 0 /// /// /// CK53 84 66 34 /// /// /// CK54 100 100 34 /// /// /// CK55 0 /// /// /// /// /// CK56 100 0 0 /// /// /// CK57 61 /// /// /// /// /// CK58 100 0 0 /// /// /// CK59 75 15 0 /// /// /// CK60 81 0 0 /// /// /// CK61 88 0 0 /// /// /// CK63 100 0 0 /// /// /// CK65 0 /// /// /// /// /// CK66 0 /// /// /// /// /// CK67 86 54 0 /// /// /// CK68 0 /// /// /// /// /// CK69 100 100 70 /// /// /// CK70 81 0 0 /// /// /// CK72 55 /// /// /// /// /// CK73 100 100 0 /// /// /// CK74 100 100 26 /// /// /// CK75 100 0 0 /// /// /// CK76 52 /// /// /// /// /// CK77 72 /// /// /// /// /// CK78 0 /// /// /// /// /// CK79 100 16 0 /// /// /// CK80 87 40 16 /// /// /// CK81 75 /// /// /// /// /// CK82 86 130 0 /// /// /// CK83 100 100 11 /// /// /// CK84 100 43 7 /// /// /// diflumetorim 100 35 0 /// /// /// flufenerim 100 100 100 100 90 37

(308) TABLE-US-00036 TABLE 309 contrastive tests against carmine spider mite Insecticidal activity against Compound carmine spider mite (% ) No. 600 mg/L 100 mg/L 10 mg/L I-22 100 100 74 I-254 100 100 97 I-255 100 100 85 I-987 100 100 80 I-6729 100 100 87 I-6734 100 100 82 I-6757 100 100 97 I-6758 100 100 99 I-6739 100 100 100 I-6756 100 100 100 I-6741 100 100 85 I-6765 100 100 100 I-6740 100 100 85 II-69 100 100 90 II-204 100 100 100 II-297 100 100 74 II-299 100 100 72 II-347 100 100 100 II-432 100 100 76 II-443 100 100 83 II-482 100 100 100 II-8965 100 100 100 II-19334 100 100 100 III-7 100 100 /// III-16 100 100 /// III-22 100 100 72 III-181 100 100 /// III-199 100 100 87 III-547 100 100 /// III-556 100 100 /// III-559 100 100 /// III-562 100 100 88 CK2 100 100 32 CK4 75 /// /// CK6 100 53 5 CK7 100 96 36 CK8 54 /// /// CK12 100 41 /// CK13 100 0 0 CK14 100 33 6 CK15 59 0 0 CK16 0 /// /// CK17 40 /// /// CK20 100 72 /// CK21 0 /// /// CK23 64 /// /// CK24 100 100 85 CK25 0 /// /// CK26 0 /// /// CK27 100 100 18 CK28 100 100 22 CK30 100 100 28 CK32 91 22 0 CK33 41 /// /// CK34 0 /// /// CK35 0 /// /// CK36 0 /// /// CK37 0 /// /// CK38 99 37 14 CK39 100 37 16 CK41 100 99 0 CK43 74 29 16 CK44 0 /// /// CK45 0 /// /// CK46 100 63 28 CK52 44 /// /// CK53 100 100 12 CK55 0 /// /// CK56 32 25 0 CK57 33 /// /// CK58 0 /// /// CK59 0 /// /// CK60 0 /// /// CK61 0 /// /// CK62 0 /// /// CK63 0 /// /// CK64 56 /// /// CK65 0 /// /// CK66 0 /// /// CK67 61 /// /// CK68 4 /// /// CK69 100 100 4 CK70 13 /// /// CK72 13 /// /// CK73 100 85 24 CK74 0 /// /// CK75 0 /// /// CK76 41 /// /// CK77 56 /// /// CK78 17 /// /// CK79 27 /// /// CK80 6 /// /// CK81 0 /// /// CK82 23 /// /// CK84 100 0 0 diflumetorim 100 100 73 flufenerim 100 100 72

(309) Further contrastive tests were carried out between the compounds with better activities, such as compound I-22, I-254, I-255, I-6729, I-6734, I-6739, I-6756, I-6757, I-6758, II-204, II-347, II-482, II-8965 and II-19334, and the contrast CK24 at a low dosage. The test results are listed in table 310.

(310) TABLE-US-00037 TABLE 310 Insecticidal activity against carmine spider mite (%) Compound No. 5 mg/L 2.5 mg/L I-22 59 /// I-254 93 79 I-255 84 72 I-6729 78 64 I-6734 57 51 I-6739 93 76 I-6756 88 71 I-6757 80 75 I-6758 82 79 II-204 80 60 II-347 90 75 II-482 100 93 II-8965 92 82 II-19334 100 87 CK24 15 5