SUBSTITUTED 2-OXYIMIDAZOLYLCARBOXAMIDES AS PESTICIDES
20190040042 · 2019-02-07
Inventors
- Johannes-Rudolf Jansen (Monheim, DE)
- Markus Heil (Leichlingen, DE)
- Reiner Fischer (Monheim, DE)
- David WILCKE (Düsseldorf, DE)
- Matthieu Willot (Düsseldorf, DE)
- Kerstin ILG (Köln, DE)
- Sascha Eilmus (Leichlingen, DE)
- Peter LÖSEL (Leverkusen, DE)
- Wolfram Andersch (Bergisch Gladbach, DE)
Cpc classification
C07D403/12
CHEMISTRY; METALLURGY
C07D407/04
CHEMISTRY; METALLURGY
C07D411/04
CHEMISTRY; METALLURGY
International classification
C07D401/12
CHEMISTRY; METALLURGY
Abstract
The present invention relates to compounds of the general formula (I)
##STR00001##
in which Q, V, T, W, X, Y and A have the meanings given in the descriptionand to their use for controlling animal pests.
Claims
1. Compound of formula (I) ##STR00323## wherein Q represents oxygen or sulphur, V represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, W represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, X represents a radical from the series optionally substituted alkyl, alkenyl or alkynyl, saturated or unsaturated cycloalkyl or cycloalkenyl, optionally interrupted by heteroatoms and optionally substituted, saturated or unsaturated cycloalkylalkyl or cycloalkenylalkyl, optionally interrupted by heteroatoms and optionally substituted, optionally substituted aryl or hetaryl and optionally substituted arylalkyl or hetarylalkyl, Y represents a radical from the series hydrogen, cyano, optionally substituted alkyl, alkenyl or alkynyl, cycloalkyl optionally interrupted by heteroatoms and optionally substituted and cycloalkylalkyl, arylalkyl or hetarylalkyl optionally substituted by heteroatoms and optionally substituted, A represents a radical from the series hydrogen, optionally substituted alkyl, alkenyl or alkynyl and cycloalkyl or cycloalkylalkyl optionally interrupted by heteroatoms and optionally substituted, T represents oxygen or an electron pair, And/or a salt thereof.
2. Compound according to claim 1, wherein Q represents oxygen or sulphur, V represents a radical from the series hydrogen, halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy and cyano, W represents a radical from the series hydrogen, halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-haloalkoxy and cyano, X represents a radical from the series C.sub.1-C.sub.8-alkyl, C.sub.3-C.sub.8-alkenyl or C.sub.3-C.sub.8-alkynyl optionally mono- to polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, cyano, C(O)OR.sup.2, CONR.sup.2R.sup.3 or C(G)R.sup.2, C.sub.3-C.sub.8-cycloalkyl or C.sub.3-C.sub.8-cycloalkenyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, C(G)R.sup.2 or NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano, straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl or C.sub.3-C.sub.8-cycloalkenyl-C.sub.1-C.sub.4-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, C(G)R.sup.2 or NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano, aryl or hetaryl, optionally mono- to trisubstituted independently of one another by halogen, acylamido, oxime ether, nitro, cyano, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m or by aryloxy, hetaryloxy, aryl or heteraryl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m, hetaryloxy, aryloxy, nitro or cyano and straight-chain or branched aryl-C.sub.1-C.sub.4-alkyl or hetaryl-C.sub.1-C.sub.4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m, nitro or cyano, G represents O, NCN or NOR.sup.2, Y represents a radical from the series hydrogen, cyano; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m or cyano; C.sub.3-C.sub.8-cycloalkyl, optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano; straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano; or arylalkyl or hetarylalkyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m, nitro or cyano, m represents a number 0, 1 or 2, A represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl optionally mono- to polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m or cyano; and C.sub.3-C.sub.6-cycloalkyl optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano; and straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano, R.sup.2 represents a radical from the series hydrogen; C.sub.1-C.sub.8-alkyl, C.sub.3-C.sub.8-alkenyl or C.sub.3-C.sub.8-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy or C.sub.1-C.sub.4-alkyl-S(O).sub.m; C.sub.3-C.sub.8-cycloalkyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano; straight-chain or branched C.sub.3-C.sub.8-cycloalkyl-C.sub.1-C.sub.4-alkyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy or cyano; aryl or hetaryl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m, nitro or cyano; and straight-chain or branched aryl-C.sub.1-C.sub.4-alkyl or hetaryl-C.sub.1-C.sub.4-alkyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m, nitro or cyano, R.sup.3 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m or cyano, R.sup.4 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl, optionally mono- to polysubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m or cyano, and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, T represents oxygen or an electron pair, And/or a salt thereof.
3. Compound according to claim 1, wherein Q represents oxygen or sulphur V represents a radical from the series hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy and cyano, W represents a radical from the series hydrogen, fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy and cyano, X represents a radical from the series C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl optionally mono- to heptasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, cyano, C(O)OR.sup.2, CONR.sup.2R.sup.3 or C(G)R.sup.2, C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano, straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano, phenyl, naphthyl, pyridyl, pyrimidyl, pyridazinyl, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl, quinolinyl, triazolyl, benzimidazolyl, imidazopyridinyl or thiadiazolyl, optionally mono- to disubstituted independently of one another by fluorine, chlorine, bromine, nitro, C.sub.1-C.sub.4-acylamido, C.sub.1-C.sub.4-oxime ether, cyano, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, propyl-S(O).sub.m, butyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m or by phenoxy, pyridinyloxy, phenyl, naphthyl, pyridyl, pyrimidyl, pyridaziny-, pyrazinyl, triazinyl, furanyl, thienyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxadiazolyl, quinolinyl, triazolyl, benzimidazolyl, imidazopyridinyl or thiadiazolyl, optionally mono- to trisubstituted independently of one another by halogen, C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-haloalkyl, C.sub.1-C.sub.4-alkoxy, C.sub.1-C.sub.4-alkyl-S(O).sub.m, C.sub.1-C.sub.4-haloalkoxy, C.sub.1-C.sub.4-haloalkyl-S(O).sub.m, nitro, cyano, phenoxy or pyridinyloxy, optionally monosubstituted by halogen and straight-chain or branched phenyl-C.sub.1-C.sub.2-alkyl, pyridyl-C.sub.1-C.sub.2-alkyl, pyrimidyl-C.sub.1-C.sub.2-alkyl, thiazolyl-C.sub.1-C.sub.2-alkyl or pyrazolyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, Me-S(O).sub.m, Et-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro or cyano, G represents O, NOR.sup.2, Y represents a radical from the series hydrogen, cyano; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl or C.sub.3-C.sub.4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano; C.sub.3-C.sub.6-cycloalkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano; straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- to tetrasubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano, m represents a number 0, 1 or 2, A represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano; and C.sub.3-C.sub.6-cycloalkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano; and straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano, R.sup.2 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m or ethyl-S(O).sub.m; C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano; straight-chain or branched C.sub.3-C.sub.6-cycloalkyl-C.sub.1-C.sub.2-alkyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, trifluoromethyl, methoxy, ethoxy or cyano; phenyl or pyridyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro or cyano; and straight-chain or branched phenyl-C.sub.1-C.sub.2-alkyl, pyridyl-C.sub.1-C.sub.2-alkyl, pyrimidyl-C.sub.1-C.sub.2-alkyl or thiazolyl-C.sub.1-C.sub.2-alkyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro or cyano, R.sup.3 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl or C.sub.3-C.sub.4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano, R.sup.4 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl or C.sub.3-C.sub.4-alkynyl, optionally mono- to pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano, and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, T represents oxygen or an electron pair, and/or a salt thereof.
4. Compound according to claim 1 of formula (II) ##STR00324## wherein Q represents oxygen or sulphur, V represents a radical from the series hydrogen, fluorine, chlorine, methyl and cyano, W represents a radical from the series hydrogen, fluorine, chlorine, bromine, methyl, ethyl and cyano, X represents a radical from the series C.sub.1-C.sub.6-alkyl, C.sub.3-C.sub.4-alkenyl or C.sub.3-C.sub.4-alkynyl, optionally mono-, di-, tri-, tetra- or pentasubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano, or once by the groups C(O)OR.sup.2, CONR.sup.2R.sup.3 or C(G)R.sup.2, C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano, C.sub.3-C.sub.6-cycloalkylmethyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano, phenyl, pyridyl, pyrimidyl, thienyl, thiazolyl, oxazolyl, imidazolyl, oxadiazolyl, quinolinyl, thiadiazolyl, triazolyl, benzimidazolyl or imidazopyridinyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, propyl-S(O).sub.m, butyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro, cyano, acetamido, methyloxime ether or by phenyl, phenoxy or pyridinyloxy, optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro, cyano, phenoxy or pyridinyloxy, optionally monosubstituted by fluorine, chlorine or bromine and benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl or pyrazolyl-C.sub.1-C.sub.2-alkyl optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, Me-S(O).sub.m, Et-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro or cyano, G represents O or NOR.sup.2, Y represents a radical from the series hydrogen, benzyl; and methyl, ethyl, propyl, allyl or propargyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano, m represents a number 0, 1 or 2, A represents a radical from the series hydrogen; methyl, ethyl, propyl, allyl, propargyl, cyclopropyl or cyclopropylmethyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano, R.sup.2 represents a radical from the series hydrogen; C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-alkenyl or C.sub.3-C.sub.6-alkynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, methoxy, ethoxy, methyl-S(O).sub.m or ethyl-S(O).sub.m; C.sub.3-C.sub.6-cycloalkyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano; C.sub.3-C.sub.6-cycloalkylmethyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano; phenyl or pyridyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro or cyano; and benzyl, pyridylmethyl, pyrimidylmethyl or thiazolylmethyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m, difluoromethoxy, trifluoromethoxy, trifluoromethyl-S(O).sub.m, difluoroethyl-S(O).sub.m, trifluoroethyl-S(O).sub.m, nitro or cyano, R.sup.3 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl or C.sub.3-C.sub.4-alkynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano, R.sup.4 represents a radical from the series hydrogen; C.sub.1-C.sub.4-alkyl, C.sub.3-C.sub.4-alkenyl or C.sub.3-C.sub.4-alkynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methyl-S(O).sub.m, ethyl-S(O).sub.m or cyano, and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, T represents oxygen or an electron pair, and/or a salt thereof.
5. Compound according to claim 4, wherein Q represents oxygen or sulphur, V represents hydrogen or fluorine, W represents a radical from the group consisting of hydrogen, chlorine, bromine and methyl, X represents a radical from the series methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, 2,2-dimethylpropyl, hexyl, neohexyl, allyl, methallyl, 2-butenyl, propargyl or 2-butynyl optionally mono- to trisubstituted independently of one another by fluorine, chlorine, bromine, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl or cyano or once by the groups C(O)OR.sup.2, CONR.sup.2R.sup.3, C(G)R.sup.2, cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano, cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, optionally interrupted once or twice independently of one another by O, S(O).sub.m, CO or NR.sup.4 and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano, phenyl, pyridyl, pyrimidyl, thienyl, thiazolyl, oxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, triazolyl, benzimidazolyl, imidazopyridinyl or quinolinyl, optionally phenyl, pyridyl or quinolinyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, propylsulphanyl, butylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, difluoromethoxy, trifluoromethoxy, trifluoromethylsulphanyl, trifluoromethylsulphinyl, trifluoromethylsulphonyl, difluoromethylsulphanyl, difluoromethylsulphinyl, difluoromethylsulphonyl, trifluoroethylsulphanyl, trifluoroethylsulphinyl, trifluoroethylsulphonyl, nitro, cyano, acetamido, methyloxime ether, or by phenyl, phenoxy or pyridinyloxy, optionally mono- or disubstituted independently of one another by fluorine, chlorine or pyridinyloxy, optionally monosubstituted by fluorine or chlorine and benzyl, pyridylmethyl, pyrimidylmethyl, thiazolylmethyl or pyrazolyl-C.sub.1-C.sub.2-alkyl optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, difluoromethoxy, trifluoromethoxy, trifluoromethylsulphanyl, trifluoromethylsulphinyl, trifluoromethylsulphonyl, difluoromethylsulphanyl, difluoromethylsulphinyl, difluoromethylsulphonyl, trifluoroethylsulphanyl, trifluoroethylsulphinyl, trifluoroethylsulphonyl, nitro or cyano, G represents O or NOR.sup.2, Y represents a radical from the group consisting of hydrogen, methyl, ethyl, propyl, difluoroethyl, trifluoroethyl, methoxymethyl, ethoxymethyl, cyanomethyl and benzyl, m represents a number 0, 1 or 2, A represents a radical from the group consisting of hydrogen, methyl, ethyl, propyl, difluoroethyl, trifluoroethyl, methoxymethyl, ethoxymethyl, cyanomethyl, allyl, propargyl, cyclopropyl or cyclopropylmethyl, R.sup.2 represents a radical from the series hydrogen; methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, allyl, methallyl, 2-butenyl, propargyl or 2-butynyl, optionally mono- to trisubstituted independently of one another by fluorine, chlorine, methoxy or ethoxy; cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano; cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl or cyclohexylmethyl, optionally interrupted once by O or S(O).sub.m and optionally mono- or disubstituted independently of one another by fluorine, chlorine, methyl, ethyl, trifluoromethyl, methoxy or cyano; phenyl or pyridyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, methylsulphanyl, ethylsulphanyl, methylsulphinyl, ethylsulphinyl, methylsulphonyl, ethylsulphonyl, difluoromethoxy, trifluoromethoxy, trifluoromethylsulphanyl, trifluoromethylsulphinyl, trifluoromethylsulphonyl, difluoromethylsulphanyl, difluoromethylsulphinyl, difluoromethylsulphonyl, trifluoroethylsulphanyl, trifluoroethylsulphinyl, trifluoroethylsulphonyl, nitro or cyano; and benzyl, pyridylmethyl, pyrimidylmethyl or thiazolylmethyl, optionally mono- or disubstituted independently of one another by fluorine, chlorine, bromine, methyl, ethyl, difluoromethyl, trifluoromethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, nitro or cyano, R.sup.3 represents a radical from the series hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and allyl, R.sup.4 represents a radical from the series hydrogen; methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and allyl, optionally mono- to trisubstituted independently of one another by fluorine, methoxy, ethoxy or cyano and represents the radicals CONR.sup.2R.sup.3 and COR.sup.2, T represents oxygen or an electron pair, and/or a salt thereof.
6. Compound according to claim 4, wherein Q represents oxygen or sulphur, V represents hydrogen, W represents a radical from the series hydrogen, chlorine and bromine and optionally represents hydrogen, X represents a radical from the series methyl, ethyl, propyl, isopropyl, cyclopentyl, sec-butyl, allyl, 3-methoxypropyl, 3-cyanopropyl, cyclohexyl, 3,3,3-trifluoropropyl, 3-fluoropropyl, 2-methyl sulphanylethyl, 2-[(2,2,2-trifluoroethyl)sulphanyl]ethyl, 3,4,4,4-tetrafluoro-3-trifluoromethylbutyl, tetrahydrofuran-3-yl, tetrahydro-2H-pyran-4-yl, tetrahydro-2H-thiopyran-4-yl, phenyl, 3-methylsulphanylphenyl, 4-chlorophenyl, 4-fluorophenyl, 2,5-difluorophenyl, 2,4-difluorophenyl, 3,5-difluorophenyl, 2-chlorophenyl, 3,4-dichlorophenyl, 3-chlorophenyl, 3-trifluoromethylphenyl, 3-trifluoromethoxyphenyl, 4-fluorobenzyl, pyridin-2-yl, pyrimidin-2-ylmethyl, 5-chloropyridin-3-yl, 6-chloropyridin-3-yl, 5-fluoropyridin-3-yl, 6-methoxypyridin-3-yl, 5-trifluoromethylpyridin-3-yl, pyridin-3-ylmethyl, 6-fluoropyridin-3-yl, 6-methylpyridin-3-yl, 6-[6-chloropyridin-3-yloxy]pyridin-3-yl, 6-[6-fluoropyridin-3-yloxy]pyridin-3-yl, 6-{6-[6-fluoropyridin-3-yloxy]pyridin-3-yl}oxypyridin-3-yl, 4-methylpyridin-3-yl, 5-methylpyridin-3-yl, pyridin-3-yl, 6-trifluoromethylpyridin-3-yl, 6-chloro-5-methylpyridin-3-yl, 6-cyanopyridin-3-yl, 6-chloro-4-methylpyridin-3-yl, 5-methoxypyridin-3-yl, 6-bromopyridin-3-yl, 5-cyanopyridin-3-yl, quinolin-3-yl, 5,6-dimethoxypyridin-3-yl, 4-chloropyridin-3-yl, 2-chloropyridin-3-yl, 5-bromopyridin-3-yl, 5-chloro-2-methoxypyridin-3-yl, 2-fluoro-6-methylpyridin-3-yl, 3-cyanophenyl, 3-ethoxyphenyl, 3-acetamidophenyl, 3-ethylphenyl, 3-methoxyphenyl, 3-propylphenyl, 2-fluoro-3-trifluoromethylphenyl, 3-methylphenyl, 3-methylsulphonylphenyl, 3-phenoxyphenyl, 3-butylsulphanylphenyl, 4-fluoro-3-trifluoromethylphenyl, 4-fluoro-3-trifluoromethylphenyl, 3-methoxycarbonoimidoylphenyl, 3-chloro-4-methylphenyl, 3-fluoro-5-trifluoromethylphenyl, 3-chloro-5-trifluoromethylphenyl, 3-chloro-5-methoxyphenyl or 3-chloro-4-fluorophenyl, 3-trifluoromethylphenyl, Y represents methyl, A represents a radical from the series hydrogen, methyl, ethyl and cyclopropyl, represents an electron pair, and/or a salt thereof.
7. Composition, comprising at least one compound according to claim 1 and one or more customary extenders and/or surfactants optionally for controlling one or more animal pests.
8. Method for controlling one or more animal pests, comprising allowing at least one compound according to claim 1 or a composition thereof to act on the animal pests and/or a habitat thereof.
9. A product comprising at least one compound according to claim 1 or of a composition thereof for controlling one or more animal pests.
10. Method according to claim 8, where the surgical, therapeutic and diagnostic treatment of a human or animal body is excluded.
11. A product comprising at least one compound according to claim 1 for protecting propagation material of plants.
12. Agrochemical formulation comprising at least one compound according to claim 1 in a biologically effective amount of from 0.00000001 to 98% by weight based on the weight of the agrochemical formulation, and one or more extenders and/or surfactants.
13. Agrochemical formulation according to claim 12, additionally comprising a further active agrochemical ingredient.
14. Intermediate of formulae (Xa and Xb) ##STR00325## Where Q represents oxygen or sulphur, V represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, W represents a radical from the series hydrogen, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy and cyano, X represents a radical from the series optionally substituted alkyl, alkenyl or alkynyl, saturated or unsaturated cycloalkyl or cycloalkenyl, optionally interrupted by heteroatoms and optionally substituted, saturated or unsaturated cycloalkylalkyl or cycloalkenylalkyl, optionally interrupted by heteroatoms and optionally substituted, optionally substituted aryl or hetaryl and optionally substituted arylalkyl or hetarylalkyl, Y represents a radical from the series hydrogen, cyano, optionally substituted alkyl, alkenyl or alkynyl, cycloalkyl optionally interrupted by heteroatoms and optionally substituted and cycloalkylalkyl, arylalkyl or hetarylalkyl optionally substituted by heteroatoms and optionally substituted, A represents a radical from the series hydrogen, optionally substituted alkyl, alkenyl or alkynyl and cycloalkyl or cycloalkylalkyl optionally interrupted by heteroatoms and optionally substituted, T represents oxygen or an electron pair, and/or a salt thereof.
Description
PREPARATION EXAMPLES
[0480] The preparation and use examples which follow illustrate the invention without limiting it. The products were characterized by 1H NMR spectroscopy and/or LC-MS (Liquid Chromatography Mass Spectrometry).
[0481] The log P values were determined in accordance with OECD Guideline 117 (EC Directive 92/69/EEC) by HPLC (high-performance liquid chromatography) using reversed-phase (RP) columns (C.sub.18), by the following methods:
[0482] [a] The LC-MS determination in the acidic range was carried out at pH 2.7 with 0.1% aqueous formic acid and acetonitrile (contains 0.1% formic acid) as mobile phases; linear gradient from 10% acetonitrile to 95% acetonitrile.
[0483] [b] LC-MS determination in the neutral range was carried out at pH 7.8 with 0.001 molar aqueous ammonium hydrogencarbonate solution and acetonitrile as mobile phases; linear gradient from 10% acetonitrile to 95% acetonitrile.
[0484] Calibration was carried out using unbranched alkan-2-ones (having 3 to 16 carbon atoms) with known log P values (log P values determined on the basis of the retention times by linear interpolation between two successive alkanones).
[0485] The NMR spectra were determined using a Bruker Avance 400 fitted with a flow probe head (60 l volume). In individual cases, the NMR spectra were measured with a Bruker Avance II 600.
[0486] The NMR data of selected examples are stated in classic form (6 values, multiplet splitting, number of hydrogen atoms). The splitting of the signals was described as follows: s (singlet), d (doublet), t (triplet), q (quartet), quint (quintuplet), m (multiplet), br (for broad signals). Solvents used were CD.sub.3CN, CDCl.sub.3 or D6-DMSO, and tetramethylsilane (0.00 ppm) was used as reference.
[0487] Process A
Example (II-1)
[0488] ##STR00011##
[0489] Preparation of the compound (IV-1)
[0490] A mixture of 10.0 g (70.3 mmol) (III-1), 48.5 g (317 mmol) of thionyl chloride and 100 mol of anhydrous toluene was heated to reflux for 3 hours, freed of the solvent and thionyl chloride under reduced pressure and used appropriately for the next reaction without further purification.
[0491] Preparation of the Compound (VI-1)
[0492] A mixture of 5.65 g (35.1 mmol) (IV-1), 75 mol of anhydrous pyridine and 4.19 g (38.7 mmol) of 3-methylaminopyridine was heated to reflux under argon for 8 hours, freed of the solvent under reduced pressure and the residue was stirred with 100 ml of ethanol and 0.1 mol of potassium carbonate at room temperature for one hour, the solid filtered off and the filtrate evaporated to dryness. The product was obtained from the residue by chromatography on silica gel using a mixture of dichloromethane and methanol.
[0493] .sup.1H-NMR (DMSO-d.sub.6, 600 MHz); =3.24 (s, 3H), 3.31 (s, 3H), 5.83 (s, 1H), 7.43-7-45 (m, 1H), 7.80-7.82 (m, 1H), 8.47-8.48 (m, 1H), 8.52 (m, 1H), 10.38 (s, 1H) ppm.
[0494] .sup.1H-NMR (CD.sub.3CN, 400 MHz); =3.30 (s, 3H), 3.35 (s, 3H), 5.69 (s, 1H), 7.35-7-39 (m, 1H), 7.65-7.68 (m, 1H), 8.45-8.48 (m, 2H), 8.73 (br. s, 1H) ppm.
[0495] Preparation of the Compound (II-1)
[0496] A mixture of 4.80 g (20.6 mmol) (VI-1), 3.42 g (12.4 mmol) of silver(I) carbonate and 10 ml of toluene was stirred under argon at 80 C. for 3 hours. On cooling to room temperature, 5.38 g (31.8 mmol) of 2-iodopropane were added and the mixture was stirred at 50 C. for a further 15 hours. On cooling to room temperature, 25 ml of ethanol were added, the mixture was filtered and the filter cake was rinsed 3 times with 10 ml of ethanol each time. The combined filtrates were evaporated and the residue was chromatographed using dichloromethane/methanol and subsequent to the preparative HPLC. The fractions containing (II-1) were evaporated and recrystallized from boiling n-heptane. Yield 2.10 g (36.7% of theory).
[0497] .sup.1H-NMR (CD.sub.3CN, 400 MHz); =1.29 (d, 6H), 3.35 (s, 3H), 3.52 (s, 3H), 4.95 (sept., 1H), 5.83 (s, 1H), 7.35-7-39 (m, 1H), 7.65-7.68 (m, 1H), 8.45-8.48 (m, 2H).
[0498] Preparation of the Compound II-1-H
[0499] The compounds VI-1-H and III-H were prepared analogously to the preparation of the compounds VI-1 and II-1.
##STR00012##
[0500] Compound (VI-1-H):
[0501] HPLC-MS: log P[n]=0.1; .sup.1H-NMR (CD.sub.3CN, 400 MHz); =3.23 (s, 3H), 3.34 (s, 3H), 5.69 (s, 1H), 7.35-7.39 (m, 1H), 7.65-7.68 (m, 1H), 8.45-8.48 (m, 2H), 8.65 (br. s, 1H) ppm.
[0502] Compound (II-1-H):
[0503] HPLC-MS: log P[n]=1.61; .sup.1H-NMR (DMSO-d.sub.6, 400 MHz); =1.35 (d, 6H), 3.58 (s, 3H), 5.07 (m, 1H), 7.34-7.37 (m, 1H), 7.57 (s, 1H), 8.08-8.10 (m, 1H) 8.26-8.27 (m, 1H), 8.35 (m, 1H) ppm.
##STR00013##
[0504] Preparation of the Compound (IX-1)
##STR00014##
[0505] 10.0 g (46.2 mmol) of N,1-dimethyl-N-(pyridin-3-yl)-1H-imidazole-5-carboxamide were dissolved in 150 ml of anhydrous THF and cooled to 78 C. 20.34 mL (50.8 mmol) of a 2.5 molar solution of n-BuLi in n-hexane was added dropwise over a period of 5 minutes, and the mixture was stirred at 78 C. for 30 minutes. 12.0 g of (50.8 mmol) of hexachloroethane, dissolved in 100 ml of THF, were then added dropwise over 5 minutes. The mixture was stirred at 78 C. for a further 45 minutes and then warmed to room temperature over 60 minutes. The mixture was poured into 400 ml of saturated ammonium chloride solution and extracted repeatedly with dichloromethane. The organic phases were combined, washed with a little water, and dried with magnesium sulphate. The solvent was distilled off and the residue was purified by preparative reversed-phase HPLC with water/acetonitrile as mobile phase. This gave 7.27 g (62% of theory) of 2-chloro-N, 1-dimethyl-N-(pyridin-3-yl)-1H-imidazole-5-carboxamide.
[0506] HPLC-MS: log P[n]=0.88; Mass (m/z): 251.1; .sup.1H-NMR (D.sup.6-DMSO, 400 MHz); =3.37 (s, 3H), 3.75 (s, 3H), 6.20 (s, 1H), 7.45 (m, 1H), 7.86 (m, 1H), 8.49 (m, 1H) 8.53 (m, 1H) ppm.
[0507] Preparation of the Compound (II-2)
##STR00015##
[0508] (XI-1) (150 mg, 0.59 mmol) was initially charged in dimethylformamide (5.0 mL) and caesium carbonate (389.9 mg, 1.19 mmol) was added. The reaction mixture was stirred at 120 C. overnight and the solvent was then distilled off completely under reduced pressure. The residue was chromatographed on silica gel using ethyl acetate/methanol (80:20) as mobile phase. This gave 56 mg (27% of theory) of N,1-dimethyl-N-(pyridin-3-yl)-2-[3-(chlorophenyl)-1H-pyrazol-1-yl]-1H-imidazole-5-carboxamide.
[0509] HPLC-MS: log P[n]=2.10; Mass (m/z): 343.1; .sup.1H-NMR (CD.sub.3CN, 400 MHz); =3.39 (s, 3H), 3.70 (s, 3H), 5.91 (s, 1H), 7.13 (m, 1H), 7.20 (m, 1H), 7.28 (m, 1H), 7.30-40 (m, 2H), 7.70 (m, 1H), 8.48 (m, 2H) ppm.
##STR00016##
[0510] Preparation of the Compound (II-3)
[0511] A mixture of 102 mg (0.37 mmol) of (II-1) and 90.2 mg (0.22 mmol) of Lawesson's reagent in 1.5 ml of toluene was heated at 105 C. for 1 hour. After evaporation of the solvent and chromatography of the residue on silica gel using dichloromethane/methanol, 12 mg of (XI-1) (11% yield of theory) were obtained.
[0512] .sup.1H-NMR (CD.sub.3CN, 400 MHz); =1.28 (d, 6H), 3.48 (s, 3H), 3.78 (s, 3H), 4.93 (hept., 1H), 6.08 (s, 1H), 7.33-7.36 (m, 1H), 7.63-7.65 (m, 1H), 8.35 (m, 1H), 8.41 (m, 1H).
##STR00017##
[0513] Preparation of the Compound (II-4)
[0514] One equivalent of 3-chloroperoxybenzoic acid was added to a solution of 79 mg (0.28 mmol) of (II-1) in 1 ml of dichloromethane, the mixture was stirred overnight and the evaporation residue chromatographed on silica gel with dichloromethane/methanol. Yield: 15 mg (18% of theory).
[0515] .sup.1H-NMR (CD.sub.3CN, 400 MHz); =1.30 (d, 6H), 3.33 (s, 3H), 3.51 (s, 3H), 5.00 (hept., 1H), 6.24 (s, 1H), 7.25-7.32 (m, 2H), 8.01 (m, 1H), 8.10 (s, 1H).
[0516] Further compounds of the formula (I) prepared in analogous manner according to processes A to D are listed in the table below.
TABLE-US-00001 TABLE 1 Compounds of the formula (II) in which the substituents have the meanings indicated in the table (Y = methyl, W = V = hydrogen): (II)
TABLE-US-00002 TABLE 2 Example II-1: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.515(2.21); 8.508(2.27); 8.493(1.49); 8.489(1.59); 8.481(1.52); 8.478(1.56); 7.849(0.78); 7.845(0.98); 7.839(0.8); 7.828(0.89); 7.824(1.06); 7.819(0.85); 7.467(1.27); 7.456(1.26); 7.447(1.18); 7.435(1.12); 5.792(5.06); 4.933 (0.43); 4.918(1.12); 4.902(1.52); 4.887(1.13); 4.871(0.44); 3.495(16); 3.333(15.39); 3.319(18.33); 2.506(21.67); 2.502(28.53); 2.497(21.34); 1.281(15.73); 1.265(15.51); 0(3.6) Example II-10: .sup.1H-NMR(601.6 MHz, CD3CN): = 8.466(1.3); 8.464(1.36); 8.458(1.35); 8.456(1.34); 8.436(1.9); 8.432(1.92); 7.688(0.71); 7.685(0.88); 7.684(0.87); 7.681(0.73); 7.674(0.79); 7.672(0.95); 7.67(0.95); 7.668(0.78); 7.377(1); 7.369(1.01); 7.364(0.94); 7.356(0.9); 5.824(3.78); 4.314(1.28); 4.302(3.9); 4.29(3.93); 4.278(1.32); 3.537(15.89); 3.353(16); 2.143(5.94); 1.955(0.4); 1.95(0.54); 1.947(2.67); 1.942(4.52); 1.938(6.5); 1.934(4.48); 1.93(2.29); 1.32(4.06); 1.309(8.05); 1.297(4.01); 0(0.53) Example II-11: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.95(0.37); 8.925(0.42); 8.735(1.02); 8.723(1.07); 8.627(4.13); 8.614(4.35); 8.452(1.9); 8.446(2.02); 8.43(1.47); 8.426(1.46); 8.418(1.53); 8.414(1.49); 7.66(0.75); 7.656(0.91); 7.654(0.9); 7.65(0.75); 7.64(0.89); 7.636(1.04); 7.633(1.04); 7.63(0.86); 7.508(0.62); 7.462(0.34); 7.444(0.37); 7.359(0.5); 7.336(1.05); 7.324(1.06); 7.316(1.06); 7.304(0.98); 7.277(1.06); 7.265(2.04); 7.252(1.04); 6.739(0.46); 6.722(0.45); 5.852(4.51); 5.412(1.76); 4.768 (7.83); 3.362(16); 3.35(15.98); 3.316(3.88); 3.298(0.46); 3.145(3.48); 2.472(0.47); 2.467(0.66); 2.462(0.44); 2.181 (419.97); 2.12(0.79); 2.114(0.95); 2.108(1.03); 2.101(0.84); 1.972(0.95); 1.964(2.47); 1.952(41.77); 1.946 (77.85); 1.94(106.58); 1.934(74.07); 1.928(38.43); 1.775(0.58); 1.768(0.75); 1.762(0.56); 1.222(0.33); 1.204(0.55); 1.186(0.34); 1.1(0.43); 1.085(0.41); 0.146(0.83); 0.008(6.71); 0(181.55); 0.008(8.25); 0.149(0.85) Example II-12: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.47(1.27); 8.467(1.28); 8.458(1.3); 8.455(1.32); 8.436(1.75); 8.43(1.75); 7.696(0.7); 7.692(0.87); 7.69(0.82); 7.686 (0.68); 7.676(0.79); 7.672(0.93); 7.67(0.97); 7.666(0.77); 7.388(0.99); 7.376(1); 7.367(0.9); 7.355(0.84); 5.833 (3.94); 3.908(16); 3.535(15.77); 3.354(15.83); 2.146(484.14); 2.119(1.28); 2.113(1.41); 2.107(1.4); 2.1(0.98); 2.094(0.58); 1.963(5.93); 1.957(14.62); 1.952(80.47); 1.945(146.73); 1.939(197.36); 1.933(135.23); 1.927(68.99); 1.78(0.43); 1.774(0.83); 1.768(1.11); 1.762(0.74); 1.755(0.39); 0.146(1.58); 0.008(14.71); 0(361.13); 0.008 (14.81); 0.15(1.66) Example II-13: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.468(2.95); 8.46(2.76); 8.456(1.45); 7.716(0.72); 7.712(0.84); 7.71(0.81); 7.706(0.68); 7.696(0.82); 7.692(0.92); 7.689(0.9); 7.686(0.74); 7.494(1.13); 7.491(1.19); 7.473(1.47); 7.386(1); 7.374(0.99); 7.366(0.9); 7.354(1.01); 7.338(1.08); 7.334(1.13); 7.326(1.92); 7.322(2.37); 7.319(3.54); 7.306(0.43); 7.245(0.89); 7.238(0.76); 7.229 (0.7); 7.225(0.93); 7.223(0.77); 7.218(0.63); 7.21(0.57); 7.203(0.49); 5.854(3.8); 3.814(0.53); 3.758(16); 3.42(0.48); 3.385(15.58); 2.138(41.71); 2.112(0.54); 2.106(0.5); 2.1(0.33); 1.963(1.49); 1.957(3.57); 1.951(20.99); 1.945 (38.51); 1.939(52.12); 1.933(35.46); 1.926(17.97); 1.1(3.18); 1.085(3.12); 0.146(0.39); 0.008(3.27); 0(89.21); 0.009(3.11); 0.15(0.4) Example II-14: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.476(1.52); 8.469(2.41); 8.465(2.51); 7.723(0.78); 7.719(0.92); 7.717(0.86); 7.713(0.76); 7.703(0.86); 7.699(0.95); 7.696(0.89); 7.693(0.82); 7.394(0.97); 7.381(0.99); 7.373(0.89); 7.361(0.8); 7.273(0.54); 7.26(0.55); 7.25 (0.81); 7.248(0.74); 7.237(0.82); 7.228(0.77); 7.225(0.85); 7.22(0.8); 7.212(1.29); 7.205(1.16); 7.198(0.71); 7.19 (0.62); 7.182(0.63); 7.022(0.42); 7.014(0.68); 7.006(0.46); 7.003(0.52); 7(0.52); 6.994(0.78); 6.992(0.72); 6.986 (0.48); 6.983(0.4); 6.98(0.38); 6.971(0.53); 6.734(0.45); 6.568(0.34); 5.868(3.7); 3.759(0.36); 3.74(16); 3.734(0.86); 3.403(0.35); 3.385(15.57); 3.378(0.86); 2.76(0.79); 2.19(8.17); 1.964(0.5); 1.958(1.25); 1.952(5.32); 1.946 (9.33); 1.94(11.98); 1.934(7.96); 1.928(3.71); 0.018(0.57); 0.013(0.37); 0.006(3.11); 0.004(3.13); 0(26.16); 0.008 (1.69) Example II-15: .sup.1H-NMR(601.6 MHz, CD3CN): = 8.477(1.17); 8.469(2.27); 8.338(1.94); 8.333(1.99); 7.72(2); 7.716(2); 7.709(0.94); 7.707(2.27); 7.702(1.79); 7.41 (2.59); 7.395(2.89); 7.386(1.01); 7.38(0.97); 7.372(0.91); 5.901(3.2); 5.447(1.36); 3.725(15.04); 3.388(16); 2.759 (0.6); 2.22(23.45); 2.211(23.98); 1.965(0.47); 1.957(0.99); 1.953(1.19); 1.949(6.49); 1.945(11); 1.941(15.1); 1.937(9.79); 1.932(4.83); 0(0.68) Example II-16: .sup.1H-NMR(400.0 MHz, CD3CN): = 10.802(1.18); 8.493(0.52); 8.489(0.58); 8.003(0.44); 7.997(0.48); 7.852(0.48); 7.844(0.49); 7.458(7.56); 7.452 (8.24); 7.441(8.04); 7.436(12.04); 7.429(8.85); 7.418(8.36); 7.412(8.83); 7.316(9.57); 7.314(9.84); 7.311(9.67); 7.309(8.79); 7.3(10.06); 7.298(10.21); 7.294(9.83); 7.293(8.91); 7.113(0.37); 7.093(0.35); 7.025(0.4); 7.013(0.39); 6.98(0.34); 6.976(0.39); 6.973(0.38); 6.969(0.35); 6.408(16); 6.385(15.34); 6.212(7.36); 6.209(7.1); 6.195 (14.13); 6.193(13.51); 6.179(7.05); 6.176(6.78); 6.014(0.69); 4.128(0.94); 3.818(0.43); 3.617(3.72); 3.402(3.65); 2.211(4.65); 2.12(0.53); 2.114(0.56); 2.108(0.58); 2.102(0.47); 2.096(0.37); 1.965(1.05); 1.959(2.09); 1.953(16.08); 1.947(29.88); 1.941(41.52); 1.934(28.51); 1.928(14.67); 1.386(0.46); 1.269(0.87); 0.146(0.67); 0.015(0.43); 0.008(5.37); 0(149.23); 0.009(5.52); 0.15(0.66) Example II-17: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.471(0.76); 8.467(0.87); 8.46(1.45); 8.456(1.7); 7.713(0.41); 7.709(0.5); 7.707(0.48); 7.703(0.39); 7.693(0.47); 7.689(0.54); 7.683(0.43); 7.384(0.69); 7.372(0.86); 7.364(1.15); 7.35(1.1); 7.341(0.37); 7.327(0.34); 7.101(0.35); 7.087(0.34); 7.08(0.5); 7.074(0.37); 7.053(0.33); 6.967(0.42); 6.964(0.46); 5.824(2.08); 5.445(16); 3.743(8.42); 3.379(8.24); 2.148(3.76); 1.951(2.26); 1.945(4.1); 1.939(5.53); 1.933(3.81); 1.926(1.95); 0.008(1.12); 0(20.98); 0.008(0.99) Example II-18: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.472(0.98); 8.46(1); 8.437(1.3); 8.432(1.37); 7.7(0.65); 7.696(0.8); 7.694(0.78); 7.69(0.7); 7.68(0.77); 7.676(0.91); 7.673(0.91); 7.67(0.8); 7.475(1.34); 7.469(0.7); 7.461(1.51); 7.453(1.68); 7.444(0.72); 7.439(1.51); 7.39(0.89); 7.378(0.9); 7.37(0.84); 7.358(0.79); 7.135(1.77); 7.13(0.74); 7.119(0.79); 7.113(3.13); 7.108(0.92); 7.096(0.67); 7.091(1.57); 5.841(3.97); 5.272(6.26); 3.552(16); 3.382(0.32); 3.354(15.8); 2.16(67.48); 2.159(67.89); 2.107 (0.35); 1.964(1.38); 1.957(3.02); 1.952(18.57); 1.945(34.46); 1.939(47.36); 1.933(33.64); 1.927(17.86); 0.146 (0.67); 0.008(7.28); 0(149.22); 0.149(0.68) Example II-19: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.475(1.12); 8.471(1.27); 8.466(1.59); 8.46(2.77); 7.72(0.67); 7.717(0.74); 7.714(0.75); 7.71(0.7); 7.7(0.78); 7.696 (0.75); 7.694(0.78); 7.69(0.79); 7.392(0.85); 7.391(0.91); 7.38(0.84); 7.379(0.93); 7.372(0.78); 7.37(0.76); 7.36 (0.68); 7.358(0.81); 7.215(1.18); 7.209(0.49); 7.204(1.27); 7.198(0.94); 7.192(2.14); 7.187(0.65); 7.181(2.11); 7.127(2.19); 7.121(0.63); 7.11(0.54); 7.106(2.41); 7.1(0.69); 7.089(0.47); 7.083(1.32); 5.877(3.65); 3.705(15.86); 3.383(16); 2.889(3.72); 2.773(2.94); 2.772(3.16); 2.192(27.97); 1.964(0.41); 1.958(0.81); 1.952(6.49); 1.946 (12.24); 1.94(16.96); 1.934(11.55); 1.928(5.87); 0.008(1.04); 0(33.49); 0.009(1.21) Example II-2: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.485(1.18); 8.481(1.33); 8.474(2.46); 8.469(2.75); 7.725(0.69); 7.721(0.84); 7.718(0.81); 7.715(0.7); 7.704(0.8); 7.701(0.89); 7.698(0.87); 7.694(0.78); 7.398(0.96); 7.386(0.96); 7.384(0.97); 7.377(1.79); 7.366(0.86); 7.364 (0.87); 7.356(2.29); 7.336(1.49); 7.288(1.16); 7.283(2.28); 7.277(1.45); 7.228(1.05); 7.226(1.23); 7.223(1.08); 7.221(0.97); 7.208(0.82); 7.206(0.9); 7.203(0.85); 7.201(0.72); 7.148(1.02); 7.145(1.05); 7.142(1.03); 7.14(0.93); 7.127(0.85); 7.124(0.87); 7.121(0.85); 7.119(0.76); 5.919(3.75); 3.698(16); 3.389(15.54); 2.148(7.02); 1.957 (0.67); 1.951(4.07); 1.945(7.5); 1.939(10.19); 1.933(6.97); 1.927(3.56); 1.1(1.72); 1.084(1.7); 0.008(0.75); 0(21.17); 0.009(0.83) Example II-20: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.471(1.07); 8.468(1.13); 8.459(1.12); 8.456(1.17); 8.441(1.56); 8.434(1.56); 7.699(0.7); 7.695(0.83); 7.693(0.85); 7.689(0.74); 7.679(0.81); 7.675(0.94); 7.672(0.97); 7.668(0.82); 7.388(1.04); 7.376(1.03); 7.367(0.93); 7.355 (0.91); 5.826(4.25); 4.807(0.6); 4.792(1.13); 4.776(1.13); 4.761(0.6); 3.563(0.39); 3.53(15.96); 3.353(16); 3.315 (0.36); 2.902(0.34); 2.171(28.73); 1.964(0.34); 1.958(0.7); 1.952(5.21); 1.946(9.73); 1.94(13.47); 1.934(9.17); 1.927(4.68); 1.704(0.53); 1.686(0.98); 1.668(1.05); 1.65(0.8); 1.641(0.72); 1.632(0.32); 1.626(0.77); 1.622(0.8); 1.608(0.85); 1.589(0.44); 1.281(0.32); 1.263(7.97); 1.248(7.66); 0.946(0.35); 0.926(3.93); 0.908(7.48); 0.889 (3.42); 0.008(0.83); 0(27.66); 0.008(1) Example II-21: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.47(1.19); 8.466(1.24); 8.458(1.27); 8.454(1.27); 8.436(1.65); 8.429(1.66); 7.692(0.65); 7.689(0.76); 7.686(0.75); 7.682(0.67); 7.672(0.76); 7.668(0.86); 7.666(0.86); 7.662(0.76); 7.385(0.94); 7.383(0.92); 7.373(0.94); 7.371 (0.92); 7.364(0.85); 7.363(0.82); 7.352(0.81); 7.351(0.79); 5.827(4.24); 5.446(1.36); 5.184(0.5); 5.176(0.52); 5.169(0.89); 5.163(0.61); 5.156(0.5); 3.51(16); 3.35(15.76); 3.325(0.4); 2.153(6.26); 1.957(0.43); 1.952(3.2); 1.945 (6.02); 1.939(8.32); 1.933(5.69); 1.927(2.91); 1.868(0.53); 1.862(0.58); 1.847(0.87); 1.838(0.56); 1.831(0.51); 1.786(0.53); 1.772(1.09); 1.768(1.07); 1.764(1.12); 1.762(1.13); 1.757(1.02); 1.745(1.82); 1.742(1.96); 1.73 (0.65); 1.726(0.57); 1.721(0.57); 1.624(0.42); 1.617(0.49); 1.613(0.48); 1.606(0.84); 1.6(0.96); 1.596(0.9); 1.592 (0.7); 1.584(0.49); 0.008(0.43); 0(14.23); 0.008(0.51) Example II-22: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.467(1.12); 8.464(1.14); 8.455(1.17); 8.452(1.15); 8.437(1.58); 8.431(1.57); 7.695(0.7); 7.692(0.82); 7.689(0.78); 7.685(0.69); 7.675(0.8); 7.671(0.92); 7.669(0.88); 7.665(0.75); 7.385(0.99); 7.373(1); 7.365(0.91); 7.353(0.84); 5.826(4.32); 5.447(0.87); 4.743(0.45); 4.731(0.54); 4.721(0.87); 4.712(0.54); 4.7(0.44); 3.535(16); 3.352(15.96); 2.168(54.51); 1.964(0.61); 1.958(1.24); 1.952(7.02); 1.946(12.76); 1.94(17.56); 1.934(12.27); 1.927(6.58); 1.915(0.8); 1.904(0.76); 1.894(0.77); 1.886(0.76); 1.755(0.43); 1.747(0.55); 1.731(0.73); 1.716(0.85); 1.708 (0.79); 1.546(0.57); 1.532(1); 1.524(1.29); 1.51(0.92); 1.5(1.14); 1.479(0.45); 1.469(0.42); 1.406(0.35); 1.389(0.58); 1.381(0.89); 1.372(0.54); 1.364(0.52); 1.356(1.04); 1.348(1.06); 1.334(0.98); 1.326(0.65); 1.27(0.43); 0.008 (1.03); 0(24.66); 0.008(1) Example II-23: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.477(1.16); 8.473(1.23); 8.465(1.21); 8.461(1.26); 8.441(1.58); 8.435(1.6); 7.701(0.6); 7.698(0.68); 7.695(0.7); 7.691(0.64); 7.681(0.71); 7.677(0.77); 7.675(0.81); 7.671(0.73); 7.39(0.91); 7.378(0.91); 7.369(0.82); 7.357(0.8); 5.833(4.13); 5.447(1.31); 4.496(2.45); 4.481(4.14); 4.466(2.53); 3.542(16); 3.357(15.93); 2.694(0.5); 2.681 (0.94); 2.666(1.48); 2.654(1.07); 2.652(1.1); 2.639(1.5); 2.624(0.94); 2.612(0.51); 2.159(10.5); 1.958(0.56); 1.952 (4.39); 1.946(8.24); 1.939(11.44); 1.933(7.78); 1.927(3.99); 0.008(0.49); 0(17.03); 0.009(0.56) Example II-24: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.48(1.24); 8.476(2.4); 8.468(2.48); 8.465(1.33); 7.728(0.67); 7.724(0.74); 7.721(0.69); 7.717(0.67); 7.707(0.76); 7.703(0.84); 7.701(0.82); 7.697(0.73); 7.418(0.49); 7.397(2.05); 7.391(0.67); 7.387(1); 7.385(0.97); 7.377(2.7); 7.365(1.58); 7.361(0.88); 7.356(1.8); 7.238(0.67); 7.234(0.56); 7.217(0.81); 7.213(0.93); 7.194(1.36); 7.176 (0.62); 7.173(0.41); 7.16(2); 7.158(2.45); 7.152(0.67); 7.141(1.13); 7.138(1.93); 7.136(1.64); 5.904(3.5); 3.738(3.53); 3.702(16); 3.388(15.45); 2.476(0.5); 2.471(0.66); 2.466(0.48); 2.202(286.13); 2.12(2.28); 2.114(2.36); 2.108 (2.43); 2.102(1.95); 2.096(1.52); 2.047(0.68); 2.025(0.65); 2.012(0.58); 1.965(4.48); 1.959(9.1); 1.953(66.09); 1.947(124.12); 1.941(171.3); 1.934(117.06); 1.928(60.18); 1.781(0.49); 1.775(0.82); 1.769(1.1); 1.763(0.83); 1.757(0.44); 1.413(0.44); 1.323(0.37); 1.271(5.72); 1.101(0.39); 1.085(0.35); 0.897(0.34); 0.882(1.02); 0.864(0.43); 0.146(0.58); 0.008(4.21); 0(150.37); 0.009(5.88); 0.15(0.58) Example II-25: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.491(1.18); 8.487(1.28); 8.476(2.79); 8.47(1.84); 7.73(0.71); 7.726(0.84); 7.724(0.82); 7.72(0.75); 7.71(0.83); 7.706(0.95); 7.703(0.93); 7.7(0.81); 7.403(0.93); 7.402(0.92); 7.391(0.94); 7.39(0.93); 7.383(0.88); 7.381(0.85); 7.371(0.81); 7.369(0.8); 6.915(1.75); 6.909(2.03); 6.894(1.86); 6.891(1.11); 6.888(1.93); 6.822(0.39); 6.816(0.65); 6.811(0.33); 6.799(0.79); 6.793(1.32); 6.788(0.64); 6.776(0.4); 6.77(0.65); 5.95(3.45); 5.447(4.35); 3.69(16); 3.392(15.54); 2.182(8.83); 1.964(0.47); 1.958(1.02); 1.952(6.19); 1.946(11.45); 1.94(15.6); 1.934(10.74); 1.928 (5.55); 0.008(0.76); 0(18.52); 0.008(0.87) Example II-26: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.48(1.66); 8.477(1.85); 8.472(2.49); 8.466(3.36); 7.723(0.81); 7.719(0.92); 7.718(0.93); 7.714(0.76); 7.703(0.89); 7.698(1); 7.694(0.78); 7.395(1.23); 7.383(1.23); 7.375(1.08); 7.363(0.99); 7.303(0.94); 7.281(1.9); 7.262(1.03); 7.08(1.52); 7.064(3.52); 7.061(3.19); 6.919(1.19); 6.913(1.06); 6.9(0.87); 6.896(1.13); 6.892(0.72); 5.909(4.11); 3.695(15.78); 3.387(15.51); 2.448(16); 2.439(0.6); 2.151(76.36); 1.962(1.76); 1.956(3.25); 1.951(12.07); 1.945 (20.55); 1.939(26.82); 1.933(17.8); 1.927(8.81); 1.269(0.54); 0.007(2.26); 0(31.37); 0.009(0.99) Example II-27: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.485(0.84); 8.482(0.93); 8.474(1.57); 8.47(2.01); 7.727(0.51); 7.723(0.58); 7.721(0.55); 7.717(0.51); 7.707(0.58); 7.703(0.6); 7.7(0.58); 7.696(0.55); 7.48(0.53); 7.46(1.12); 7.44(0.48); 7.438(0.63); 7.398(0.68); 7.397(0.67); 7.386(0.66); 7.385(0.67); 7.378(0.61); 7.376(0.58); 7.366(0.56); 7.365(0.58); 7.217(1.89); 7.197(0.68); 7.194 (0.43); 7.147(0.56); 7.144(0.59); 7.126(0.48); 7.124(0.51); 7.121(0.44); 5.921(2.45); 5.446(16); 3.708(10.72); 3.39 (10.48); 2.153(11.97); 1.957(0.59); 1.952(4.08); 1.945(7.58); 1.939(10.39); 1.933(7.02); 1.927(3.55); 1.1(0.95); 1.085(0.93); 0.008(0.42); 0(12.14); 0.009(0.42) Example II-28: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.553(1.41); 8.547(1.44); 8.503(0.99); 8.5(1.07); 8.491(1.05); 8.488(1.04); 7.953(0.62); 7.884(0.82); 7.88(0.92); 7.878(0.88); 7.874(0.85); 7.864(0.94); 7.86(0.98); 7.857(1.01); 7.854(0.89); 7.674(2.91); 7.66(3.14); 7.652(5.43); 7.477(0.95); 7.475(0.97); 7.465(0.97); 7.463(0.99); 7.455(0.93); 7.444(0.87); 7.443(0.88); 7.309(1.83); 7.302 (1.6); 7.286(1.49); 7.279(1.59); 5.909(3.6); 3.691(16); 3.374(14.05); 3.317(18.09); 2.891(4.75); 2.731(3.92); 2.689 (0.83); 2.676(0.97); 2.524(0.6); 2.519(0.96); 2.511(14.79); 2.506(31.7); 2.502(42.85); 2.497(30.7); 2.492(14.51); 1.352(0.49); 1.235(1.52); 0.008(2.18); 0(62.77); 0.009(2.23) Example II-29: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.485(1.24); 8.481(2.07); 8.473(2.67); 7.731(0.67); 7.727(0.8); 7.724(0.75); 7.721(0.66); 7.71(0.78); 7.706(0.88); 7.704(0.84); 7.7(0.72); 7.655(0.38); 7.583(1.53); 7.573(1.43); 7.553(1.34); 7.524(1.28); 7.505(0.62); 7.481(0.88); 7.461(0.57); 7.397(1.46); 7.388(0.94); 7.38(0.87); 7.368(0.81); 5.92(3.68); 5.446(1.07); 3.753(4.06); 3.725 (16); 3.392(15.41); 2.161(0.96); 2.113(0.55); 2.106(0.52); 2.1(0.43); 1.963(0.63); 1.957(1.25); 1.951(7.93); 1.945 (14.71); 1.939(20.23); 1.933(13.82); 1.927(7.03); 0.008(0.95); 0(29.91); 0.008(1.05) Example II-3: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.422(1.67); 8.412(1.7); 8.41(1.69); 8.353(2.23); 8.348(2.45); 7.648(1.14); 7.628(1.27); 7.36(1.22); 7.348(1.23); 7.339(1.14); 7.327(1.05); 6.081(4.59); 4.966(0.44); 4.95(1.13); 4.935(1.52); 4.919(1.14); 4.904(0.46); 3.778(15.57); 3.479(15.73); 2.204(27.75); 1.952(3.33); 1.946(6.35); 1.94(8.89); 1.934(6.57); 1.928(3.52); 1.286(15.34); 1.271(16); 0(16.29) Example II-30: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.467(0.39); 8.461(0.39); 5.862(1.06); 4.474(0.57); 4.458(1.19); 4.442(0.59); 3.577(4.09); 3.385(4.06); 3.379(0.45); 3.353(0.96); 3.327(1.04); 3.301(0.33); 3.046(0.42); 3.03(0.82); 3.014(0.4); 2.354(16); 1.982(1.05); 1.976(1.93); 1.97(2.61); 1.964(1.77); 1.958(0.9) Example II-31: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.467(1.31); 8.464(1.31); 8.455(1.35); 8.452(1.31); 8.436(1.83); 8.43(1.83); 7.695(0.72); 7.691(0.86); 7.689(0.8); 7.685(0.69); 7.675(0.83); 7.671(0.95); 7.668(0.92); 7.665(0.75); 7.384(1.06); 7.372(1.08); 7.363(0.96); 7.351 (0.9); 5.823(4.51); 4.83(0.46); 4.818(0.53); 4.81(0.93); 4.802(0.53); 4.789(0.48); 3.559(15.95); 3.353(16); 2.833 (0.57); 2.827(0.61); 2.813(0.65); 2.804(0.81); 2.794(0.78); 2.779(0.79); 2.774(0.81); 2.602(0.93); 2.594(0.95); 2.58(0.99); 2.572(1.09); 2.56(0.74); 2.545(0.73); 2.538(0.79); 2.194(0.42); 2.186(0.77); 2.175(0.6); 2.165(0.78); 2.159(0.87); 2.152(1.19); 2.138(28.32); 1.963(0.8); 1.957(2.06); 1.951(10.6); 1.945(19.17); 1.939(25.43); 1.933 (18.22); 1.927(9.71); 1.913(1); 1.9(0.93); 1.892(0.81); 1.879(0.44); 1.871(0.43); 1.271(0.44); 0(4.67) Example II-32: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.468(1.09); 8.465(1.15); 8.457(1.14); 8.453(1.18); 8.438(1.43); 8.432(1.39); 8.431(1.4); 7.697(0.65); 7.693(0.72); 7.69(0.7); 7.687(0.66); 7.677(0.77); 7.673(0.8); 7.67(0.81); 7.666(0.74); 7.385(0.82); 7.383(0.87); 7.373(0.83); 7.371(0.87); 7.364(0.75); 7.363(0.78); 7.352(0.72); 7.351(0.75); 5.83(4.02); 5.446(4.29); 4.93(0.38); 4.919 (0.53); 4.909(0.74); 4.898(0.54); 4.888(0.38); 4.068(0.61); 4.05(0.61); 3.877(0.57); 3.866(0.77); 3.852(0.66); 3.848 (0.69); 3.834(0.92); 3.824(0.72); 3.556(16); 3.51(0.87); 3.502(0.84); 3.488(0.86); 3.48(1.56); 3.473(0.75); 3.459 (0.71); 3.451(0.76); 3.36(0.65); 3.354(15.64); 3.324(0.46); 2.141(19.02); 1.999(0.53); 1.994(0.47); 1.99(0.54); 1.98(0.51); 1.976(0.55); 1.971(3.17); 1.963(1.08); 1.957(1.86); 1.951(7.41); 1.945(13.34); 1.939(18.07); 1.933 (12.34); 1.927(6.27); 1.72(0.43); 1.71(0.4); 1.699(0.79); 1.688(0.97); 1.677(0.72); 1.666(0.88); 1.656(0.63); 1.634 (0.33); 1.221(0.75); 1.204(1.49); 1.186(0.73); 0(1.1) Example II-33: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.471(1.34); 8.467(1.35); 8.459(1.35); 8.455(1.33); 8.438(1.84); 8.432(1.75); 7.698(0.78); 7.694(0.86); 7.691(0.82); 7.688(0.74); 7.677(0.89); 7.674(0.95); 7.671(0.92); 7.667(0.79); 7.387(1.02); 7.386(1.02); 7.375(1.02); 7.374 (1.02); 7.367(0.91); 7.366(0.91); 7.355(0.86); 7.354(0.85); 5.827(4.31); 5.447(6.85); 4.643(1.29); 4.628(2.44); 4.614(1.28); 4.525(1.3); 4.51(2.44); 4.496(1.3); 4.374(2.31); 4.359(4.51); 4.343(2.3); 3.548(15.89); 3.355(16); 2.152(5.1); 2.137(1.33); 2.122(1.64); 2.107(1.17); 2.092(0.37); 2.088(0.39); 2.073(1.18); 2.058(1.61); 2.042(1.1); 1.963(0.49); 1.957(1.03); 1.952(4.42); 1.945(7.66); 1.939(10.12); 1.933(6.8); 1.927(3.43) Example II-34: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.478(1.44); 8.474(1.53); 8.466(1.52); 8.462(1.67); 8.44(2.02); 8.433(2.06); 7.702(0.75); 7.699(0.93); 7.696(1.02); 7.693(0.84); 7.682(0.88); 7.678(1.05); 7.676(1.13); 7.672(0.94); 7.391(1.16); 7.379(1.24); 7.37(1.12); 7.359 (1.09); 7.333(0.41); 5.834(4.25); 5.447(6.8); 4.539(1.58); 4.523(3.01); 4.507(1.51); 3.766(1.14); 3.66(0.33); 3.636 (0.98); 3.578(1.07); 3.541(16); 3.533(1.38); 3.388(0.32); 3.373(1.35); 3.365(1.58); 3.357(15.87); 3.324(0.38); 3.27(0.6); 3.261(0.87); 3.01(5.65); 2.73(0.8); 2.714(1.3); 2.698(0.69); 2.677(0.73); 2.661(1.27); 2.644(0.65); 2.164(6.43); 1.964(0.66); 1.958(1.46); 1.952(6.95); 1.946(12.4); 1.94(16.62); 1.934(11.36); 1.928(5.76); 1.27(1.74); 0.824(0.41); 0(4.95) Example II-35: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.473(1.23); 8.47(1.29); 8.461(1.26); 8.458(1.27); 8.438(1.66); 8.432(1.63); 7.698(0.7); 7.695(0.78); 7.692(0.78); 7.688(0.71); 7.678(0.81); 7.674(0.87); 7.672(0.89); 7.668(0.78); 7.389(0.9); 7.387(1); 7.377(0.91); 7.375(1); 7.367(0.9); 7.356(0.77); 7.355(0.85); 5.828(4.32); 5.311(0.58); 5.306(0.63); 5.302(0.79); 5.296(0.81); 5.291(0.6); 5.286(0.54); 3.909(0.45); 3.889(1.1); 3.871(1.16); 3.85(0.79); 3.826(3.34); 3.816(2.39); 3.784(0.68); 3.773(0.73); 3.763(1.19); 3.752(1.2); 3.742(0.51); 3.731(0.48); 3.535(16); 3.366(0.37); 3.354(15.98); 2.22(0.39); 2.205 (0.72); 2.199(1.48); 2.182(17.11); 2.171(1.16); 2.165(1.23); 2.15(0.88); 2.144(0.49); 2.129(0.42); 2.081(0.34); 2.078 (0.33); 2.077(0.33); 2.07(0.37); 2.065(0.59); 2.061(0.35); 2.052(0.35); 2.048(0.48); 2.03(0.35); 1.964(0.49); 1.958(0.96); 1.952(4.57); 1.946(8); 1.94(10.77); 1.934(7.31); 1.928(3.74); 0(1.45) Example II-36: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.525(1.48); 8.522(1.65); 8.509(3.21); 8.502(2.4); 8.43(2.59); 8.423(2.64); 7.876(1.59); 7.868(1.66); 7.863(1.08); 7.859(1.29); 7.854(2.72); 7.846(2.11); 7.839(1.31); 7.837(1.26); 7.833(1.02); 7.574(2.87); 7.552(2.5); 7.487 (1.21); 7.475(1.26); 7.467(1.18); 7.455(1.1); 5.777(4.73); 5.754(7.25); 3.872(0.88); 3.854(2.85); 3.837(2.92); 3.819 (0.93); 3.725(16); 3.321(13.65); 2.508(14.45); 2.503(19.7); 2.499(15.37); 2.3(0.38); 1.127(3.21); 1.11(7.13); 1.092(3.17); 0(21.1) Example II-37: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.471(1.32); 8.468(1.61); 8.459(1.43); 8.456(1.65); 8.439(2.05); 8.432(2.1); 7.699(0.72); 7.695(0.91); 7.692(0.98); 7.689(0.83); 7.678(0.85); 7.675(1.07); 7.672(1.16); 7.668(0.96); 7.386(1.21); 7.374(1.22); 7.366(1.11); 7.354 (1.05); 6.059(0.61); 6.046(0.56); 6.033(0.69); 6.03(0.59); 6.016(0.82); 6.002(0.64); 5.99(0.74); 5.976(0.37); 5.826 (4.4); 5.39(1.23); 5.386(1.39); 5.347(1.08); 5.343(1.21); 5.256(1.2); 5.253(1.37); 5.23(1.13); 5.226(1.29); 4.775 (1.66); 4.771(3.06); 4.768(2.38); 4.761(1.78); 4.757(3.03); 4.754(2.31); 3.563(16); 3.356(15.93); 3.343(0.68); 3.294(0.55); 2.977(0.69); 2.211(17.72); 1.958(0.7); 1.952(3.91); 1.946(7.31); 1.94(10.09); 1.934(7.17); 1.928 (3.77); 0(0.82) Example II-38: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.47(1.64); 8.46(1.66); 8.439(2.35); 8.433(2.35); 7.694(1.08); 7.674(1.23); 7.388(1.27); 7.376(1.27); 7.367(1.16); 7.356(1.06); 5.827(4.74); 5.447(8.77); 4.34(2.56); 4.326(4.74); 4.311(2.61); 3.563(15.97); 3.356(16); 2.547 (2.27); 2.529(4.93); 2.512(2.6); 2.154(10.92); 2.15(10.48); 2.068(0.69); 2.052(1.91); 2.036(2.72); 2.02(1.78); 2.003 (0.59); 1.952(6.73); 1.946(12.09); 1.94(16.29); 1.933(11.43); 1.927(5.9); 0(0.78) Example II-39: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.551(1.3); 8.546(1.33); 8.495(0.99); 8.484(1.01); 8.123(2.25); 8.116(2.32); 7.878(0.71); 7.874(0.88); 7.872(0.88); 7.868(0.75); 7.858(0.8); 7.854(0.94); 7.852(0.98); 7.848(0.79); 7.689(1.46); 7.682(1.42); 7.667(1.55); 7.659 (1.51); 7.471(0.87); 7.459(0.9); 7.451(0.85); 7.439(0.77); 6.853(2.33); 6.83(2.23); 5.816(3.86); 3.828(16); 3.715 (14.56); 3.365(12.75); 3.321(3.8); 2.511(9.02); 2.507(18.09); 2.502(24.83); 2.498(19.2); 2.086(0.59); 0.008(0.36); 0(9.1); 0.008(0.39) Example II-4: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.108(2.18); 8.043(0.35); 8.012(1.2); 7.997(1.22); 7.324(0.51); 7.303(1.26); 7.288(1.28); 7.273(1.69); 7.252(0.57); 6.238(4.76); 5.036(0.43); 5.021(1.1); 5.005(1.49); 4.99(1.13); 4.974(0.45); 3.513(16); 3.333(15.66); 3.317 (1.16); 3.292(1.11); 2.206(3); 1.958(0.53); 1.953(3.71); 1.946(6.99); 1.94(9.73); 1.934(6.73); 1.928(3.46); 1.322 (15.3); 1.307(15.43); 1.27(0.36); 0.008(1.24); 0(37.71); 0.008(1.51) Example II-40: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.566(0.9); 8.51(0.73); 8.246(1.4); 8.243(1.59); 8.24(1.65); 8.236(1.48); 8.006(0.69); 7.998(0.7); 7.989(0.78); 7.983 (1.16); 7.976(0.79); 7.967(0.76); 7.96(0.7); 7.882(0.91); 7.861(0.98); 7.481(0.74); 7.469(0.8); 7.461(0.77); 7.449 (0.69); 7.264(1.23); 7.256(1.25); 7.242(1.19); 7.233(1.17); 5.857(3.87); 3.903(2.25); 3.728(16); 3.371(14.14); 3.331(34.85); 3.168(0.64); 2.676(0.35); 2.671(0.46); 2.667(0.36); 2.559(0.36); 2.545(0.72); 2.506(59.8); 2.502 (82.54); 2.498(63.15); 2.329(0.45); 2.324(0.34); 0(2.27) Example II-41: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.569(2.6); 8.563(2.77); 8.556(2.2); 8.55(2.15); 8.521(2.58); 8.516(2.63); 8.502(1.47); 8.499(1.56); 8.49(1.52); 8.487(1.53); 8.067(1.62); 8.062(2.81); 8.056(1.58); 7.889(0.77); 7.885(0.93); 7.883(0.92); 7.879(0.84); 7.869(0.89); 7.865(0.99); 7.862(1.05); 7.859(0.87); 7.476(1.17); 7.464(1.17); 7.456(1.09); 7.444(1.04); 5.905(4.05); 5.754 (2.84); 3.726(16); 3.377(14.6); 3.318(45); 2.671(0.35); 2.524(0.87); 2.51(19.67); 2.506(40.93); 2.502(57.14); 2.497(43.18); 2.493(21.19); 2.328(0.34); 0.008(1.12); 0(31.13); 0.008(1.14) Example II-42: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.559(2.22); 8.553(2.32); 8.503(1.63); 8.497(3.25); 8.49(5.92); 7.906(0.81); 7.9(1.52); 7.894(0.99); 7.891(1.06); 7.887(1.12); 7.884(1.17); 7.881(1.75); 7.875(1.67); 7.87(1.59); 7.864(1.28); 7.86(1.03); 7.476(1.2); 7.465(1.2); 7.456(1.14); 7.444(1.07); 5.909(3.95); 5.754(2.09); 3.728(16); 3.378(14.57); 3.318(38.36); 2.671(0.33); 2.524 (0.78); 2.506(38.82); 2.502(55.31); 2.497(44.3); 2.328(0.32); 0.008(0.85); 0(26.7) Example II-43: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.914(1.78); 8.908(1.87); 8.857(1.96); 8.556(2.12); 8.55(2.15); 8.501(1.47); 8.497(1.63); 8.489(1.59); 8.485(1.64); 8.333(1.14); 8.328(1.91); 8.323(1.15); 8.314(2.23); 7.891(0.79); 7.887(0.93); 7.885(0.94); 7.881(0.85); 7.871 (0.92); 7.867(0.99); 7.864(1.07); 7.861(0.91); 7.475(1.16); 7.463(1.15); 7.454(1.09); 7.442(1.03); 5.919(3.81); 5.754(2.59); 3.751(16); 3.38(14.26); 3.319(26.96); 3.296(0.69); 2.525(0.63); 2.511(13.77); 2.507(29.43); 2.502 (41.68); 2.498(31.82); 2.493(15.74); 0.008(0.76); 0(23.19); 0.008(0.9) Example II-44: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.553(2.31); 8.547(2.38); 8.496(1.54); 8.493(1.69); 8.485(1.64); 8.482(1.68); 8.384(2.39); 8.377(2.44); 7.883(0.86); 7.879(1.07); 7.877(1.1); 7.873(0.95); 7.862(1); 7.859(1.16); 7.856(1.23); 7.852(1.01); 7.622(1.36); 7.615(1.34); 7.6(1.55); 7.593(1.53); 7.472(1.27); 7.46(1.3); 7.451(1.21); 7.44(1.13); 7.291(2.35); 7.27(2.07); 5.852(4.1); 5.756(0.56); 3.713(16); 3.369(14.53); 3.325(28.48); 2.506(24.28); 2.502(32.09); 2.498(24.09); 2.448(13.27); 0 (6.95) Example II-45: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.548(1.98); 8.542(1.98); 8.495(1.34); 8.492(1.45); 8.483(1.43); 8.48(1.45); 8.33(2.47); 8.323(2.54); 8.13(2.45); 8.123(2.6); 7.908(1.67); 7.9(1.55); 7.885(1.85); 7.878(2.38); 7.87(0.92); 7.86(0.99); 7.856(1.06); 7.854(1.1); 7.85 (0.92); 7.758(1.55); 7.751(1.49); 7.737(1.97); 7.729(1.95); 7.589(2.96); 7.567(2.32); 7.47(1.16); 7.457(1.16); 7.449(1.1); 7.437(1.05); 7.227(2.63); 7.204(2.49); 5.839(4.37); 5.755(3.87); 3.72(16); 3.368(14.07); 3.323(35.2); 2.525(0.6); 2.511(13.29); 2.507(28.47); 2.502(40.21); 2.498(30.33); 2.493(14.7); 0.008(1.85); 0(56.13); 0.008 (2.09) Example II-46: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.491(1.43); 8.488(1.43); 8.479(1.47); 8.476(1.4); 8.402(2); 8.396(2); 7.679(0.77); 7.675(0.91); 7.673(0.9); 7.669 (0.73); 7.659(0.9); 7.655(1.05); 7.653(1.04); 7.649(0.82); 7.398(1.08); 7.386(1.1); 7.378(0.98); 7.366(0.92); 5.746 (4.59); 5.447(0.9); 4.973(0.44); 4.958(1.11); 4.942(1.48); 4.927(1.12); 4.911(0.46); 3.87(1.11); 3.852(3.48); 3.835(3.53); 3.817(1.17); 3.518(16); 2.172(22.82); 1.964(0.35); 1.952(3.77); 1.946(6.86); 1.94(9.37); 1.934(6.48); 1.928(3.3); 1.289(15.41); 1.274(15.47); 1.149(3.67); 1.131(7.55); 1.114(3.68); 0.008(1.77); 0(32.77); 0.008 (1.42) Example II-47: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.493(1.36); 8.489(1.36); 8.481(1.41); 8.477(1.38); 8.402(1.92); 8.396(1.97); 7.681(0.71); 7.677(0.87); 7.675(0.83); 7.671(0.68); 7.661(0.83); 7.657(1); 7.655(0.95); 7.651(0.77); 7.399(1.08); 7.387(1.08); 7.379(0.97); 7.367 (0.93); 5.743(4.69); 4.329(2.44); 4.314(4.37); 4.299(2.51); 3.874(1.1); 3.856(3.43); 3.838(3.48); 3.821(1.13); 3.561 (16); 3.467(0.48); 2.542(2.13); 2.524(4.67); 2.506(2.46); 2.142(5.61); 2.061(0.63); 2.046(1.52); 2.044(1.5); 2.029 (2.36); 2.014(1.5); 1.996(0.53); 1.957(0.59); 1.952(4); 1.946(7.48); 1.94(10.48); 1.933(7.23); 1.927(3.69); 1.151 (3.67); 1.134(7.56); 1.116(3.59); 0.008(1.48); 0(42.28); 0.008(1.69) Example II-48: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.49(1.34); 8.486(1.39); 8.478(1.42); 8.474(1.39); 8.401(1.97); 8.394(2.04); 7.677(0.74); 7.673(0.9); 7.667(0.73); 7.656(0.89); 7.652(1.04); 7.646(0.84); 7.396(1.13); 7.384(1.15); 7.376(1.04); 7.364(0.99); 5.738(4.35); 4.31 (1.23); 4.293(3.81); 4.275(3.84); 4.258(1.28); 3.872(1.13); 3.854(3.5); 3.836(3.53); 3.818(1.17); 3.535(16); 3.442 (0.41); 2.144(10.54); 1.964(0.41); 1.958(1.02); 1.952(6.53); 1.946(12.18); 1.94(17.07); 1.933(11.93); 1.927(6.15); 1.32(3.96); 1.302(7.98); 1.285(3.93); 1.15(3.64); 1.132(7.43); 1.114(3.58); 0.008(2.34); 0(57.81); 0.008 (2.81) Example II-49: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.548(2.19); 8.542(2.21); 8.494(1.46); 8.49(1.63); 8.482(1.57); 8.479(1.64); 8.135(1.34); 8.132(1.55); 8.129(1.65); 8.125(1.52); 8.113(2.46); 8.106(2.55); 7.893(1.65); 7.886(1.76); 7.88(1.38); 7.871(2.98); 7.864(2.49); 7.86 (1.92); 7.856(1.33); 7.853(1.34); 7.85(1.67); 7.843(0.78); 7.469(1.19); 7.457(1.22); 7.448(1.14); 7.437(1.09); 7.274 (1.27); 7.266(1.27); 7.252(1.2); 7.244(1.18); 7.206(2.54); 7.184(2.42); 5.835(4.47); 5.757(0.77); 3.717(16); 3.366 (14.36); 3.319(15.57); 2.67(0.49); 2.666(0.37); 2.524(1.12); 2.506(61.86); 2.501(83.32); 2.497(61.45); 2.328 (0.48); 2.324(0.36); 0.008(0.56); 0(18.07); 0.008(0.74) Example II-5: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.515(2.34); 8.508(2.39); 8.491(1.64); 8.488(1.65); 8.48(1.7); 8.477(1.64); 7.849(0.86); 7.845(1.09); 7.84(0.86); 7.829(0.98); 7.825(1.19); 7.823(1.17); 7.819(0.92); 7.466(1.31); 7.454(1.3); 7.445(1.22); 7.433(1.15); 5.78(4.96); 4.191(2.54); 4.175(5.25); 4.158(2.59); 3.547(0.36); 3.523(16); 3.335(15.27); 3.321(11.72); 2.506(14.3); 2.502 (18.15); 2.498(13.66); 1.708(1.29); 1.691(2.6); 1.673(2.66); 1.656(1.39); 1.638(0.35); 0.938(4.18); 0.919(8.14); 0.9(3.78); 0(0.62) Example II-50: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.546(2.11); 8.54(2.19); 8.493(1.42); 8.49(1.6); 8.481(1.53); 8.478(1.6); 8.167(1.39); 8.163(1.64); 8.16(1.73); 8.157 (1.61); 8.103(2.5); 8.095(2.65); 8.041(0.33); 8.024(2.51); 8.017(2.64); 7.93(0.76); 7.922(0.75); 7.913(0.84); 7.908(1.1); 7.906(1.12); 7.9(0.89); 7.891(0.85); 7.883(0.92); 7.88(1.04); 7.876(1.22); 7.872(2.37); 7.864(1.75); 7.86(1.24); 7.856(1.26); 7.853(1.4); 7.849(2.74); 7.842(1.75); 7.786(1.78); 7.779(1.67); 7.764(1.83); 7.757(1.78); 7.469(1.22); 7.457(1.24); 7.448(1.16); 7.436(1.1); 7.284(1.31); 7.276(1.37); 7.262(1.27); 7.254(1.28); 7.227 (2.7); 7.204(2.76); 7.171(2.76); 7.149(2.5); 5.953(1); 5.831(4.23); 3.715(16); 3.365(14.29); 3.32(17.42); 2.67(0.42); 2.666(0.32); 2.524(1.03); 2.51(25.58); 2.506(53.67); 2.502(72.47); 2.497(54.29); 2.493(27.56); 2.328(0.41); 2.324(0.33); 0.008(0.5); 0(14.06); 0.008(0.65) Example II-51: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.518(1.58); 8.504(3.22); 8.498(2.22); 8.329(2.53); 8.322(2.65); 8.12(2.52); 8.113(2.7); 7.896(1.64); 7.888(1.54); 7.874(1.85); 7.866(1.75); 7.858(1.07); 7.855(1.29); 7.852(1.17); 7.848(0.94); 7.838(1.13); 7.834(1.35); 7.832 (1.26); 7.828(0.94); 7.756(1.51); 7.749(1.46); 7.735(1.93); 7.727(1.9); 7.588(3); 7.567(2.33); 7.484(1.21); 7.472 (1.27); 7.464(1.18); 7.452(1.11); 7.222(2.63); 7.2(2.5); 5.756(0.89); 5.734(5.18); 3.866(0.9); 3.848(2.87); 3.83 (2.9); 3.812(0.94); 3.72(16); 3.321(6.58); 2.506(41.87); 2.502(51.62); 2.498(37.05); 1.122(3.41); 1.105(7.48); 1.087 (3.29); 0.902(0.43); 0.008(1.25); 0(27.28); 0.008(1.32) Example II-52: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.843(0.43); 8.61(0.84); 8.307(0.54); 8.143(1.17); 8.122(1.23); 7.446(3.35); 7.355(0.74); 5.147(0.38); 5.131(0.93); 5.116(1.27); 5.1(0.97); 5.085(0.39); 3.604(16); 2.334(3.98); 1.953(5.68); 1.947(9.86); 1.941(12.25); 1.935 (8.26); 1.928(4); 1.376(14.42); 1.36(14.06); 1.268(0.51); 0(16.86); 0.008(0.88) Example II-53: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.551(2.18); 8.545(2.25); 8.491(1.52); 8.488(1.6); 8.479(1.62); 8.476(1.56); 8.404(4.38); 8.314(2.51); 8.302(2.47); 7.882(0.85); 7.878(1); 7.876(0.94); 7.872(0.87); 7.862(0.95); 7.858(1.07); 7.855(1.06); 7.851(0.89); 7.469 (1.21); 7.457(1.22); 7.449(1.15); 7.437(1.07); 7.354(1.84); 7.342(1.78); 5.823(4.27); 5.756(2.51); 3.755(16); 3.371 (14.77); 3.323(30.31); 2.511(18.04); 2.506(36.24); 2.502(47.48); 2.497(33.85); 2.159(12.14); 0.008(1.95); 0 (46.02); 0.008(1.94) Example II-54: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.558(1.44); 8.554(1.45); 8.5(1.11); 8.49(1.12); 8.331(1.35); 8.277(1.62); 7.888(0.82); 7.885(1.01); 7.882(0.97); 7.879(0.83); 7.868(0.95); 7.864(1.12); 7.862(1.08); 7.858(0.88); 7.561(1.96); 7.477(0.99); 7.465(1.05); 7.457 (1); 7.445(0.91); 5.881(4.01); 5.757(14.87); 3.715(16); 3.375(14.73); 3.325(4.67); 2.507(14.52); 2.503(18.65); 2.498 (13.44); 2.3(11.1); 0.008(1.05); 0(21.63); 0.008(1.01) Example II-55: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.559(2.11); 8.554(2.22); 8.545(2.24); 8.538(2.23); 8.532(0.52); 8.525(0.41); 8.5(1.65); 8.496(1.8); 8.488(1.77); 8.484(1.8); 8.438(1.47); 8.434(1.57); 8.426(1.56); 8.423(1.56); 8.316(1.66); 7.889(0.81); 7.885(0.96); 7.883(0.93); 7.879(0.88); 7.869(1.1); 7.865(1.18); 7.862(1.1); 7.859(0.93); 7.752(0.86); 7.749(0.97); 7.745(0.97); 7.742 (0.91); 7.731(1); 7.728(1.05); 7.724(1.07); 7.721(0.98); 7.476(1.15); 7.474(1.15); 7.467(1.68); 7.464(1.47); 7.456 (2.41); 7.446(1.62); 7.435(1.27); 6.208(0.38); 5.877(3.75); 5.757(1.13); 3.75(2.95); 3.726(16); 3.375(15.91); 3.323 (13.05); 3.3(0.61); 2.687(0.4); 2.674(0.57); 2.511(12.64); 2.507(25.87); 2.502(34.33); 2.498(24.95); 0.008 (1.48); 0(36.67); 0.008(1.66) Example II-56: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.772(1.99); 8.766(2.01); 8.566(0.64); 8.5(0.63); 8.078(0.75); 8.072(0.74); 8.057(1.28); 8.05(1.3); 7.995(2.74); 7.973(1.62); 7.898(0.75); 7.894(0.92); 7.888(0.78); 7.877(0.92); 7.874(1.04); 7.871(1.02); 7.868(0.83); 7.482(0.63); 7.47(0.73); 7.462(0.72); 7.451(0.6); 5.931(3.27); 5.756(11); 3.745(16); 3.718(0.9); 3.714(0.81); 3.384(13.8); 3.373(1.2); 3.37(0.99); 3.323(15.54); 2.525(0.74); 2.511(17.25); 2.507(34.82); 2.502(45.57); 2.498(32.7); 2.494 (15.81); 2.449(0.56); 2.322(0.67); 0.008(2.1); 0(53.08); 0.008(2.35) Example II-57: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.554(2.34); 8.547(2.42); 8.502(1.5); 8.499(1.71); 8.49(1.62); 8.487(1.71); 8.271(2.22); 8.264(2.35); 7.887(0.81); 7.881(1.09); 7.877(0.93); 7.867(0.96); 7.861(1.25); 7.857(1.06); 7.846(2.22); 7.839(2.18); 7.476(1.29); 7.464 (1.31); 7.456(1.24); 7.444(1.16); 5.881(4.14); 5.756(1.2); 3.718(16); 3.373(14.65); 3.323(22.48); 2.506(24.26); 2.502(32.71); 2.498(24.94); 2.321(12.96); 0(6.23) Example II-58: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.938(5.93); 8.932(6.08); 8.602(3.21); 8.527(1.35); 8.488(3.45); 8.478(2.75); 8.254(3.11); 8.248(2.99); 8.233(4.32); 8.226(4.28); 8.129(7.12); 8.107(5.24); 7.882(2.21); 7.876(3.21); 7.872(3.01); 7.862(2.6); 7.855(3.62); 7.852 (3.19); 7.815(0.79); 7.475(2.79); 7.464(2.99); 7.455(3.48); 7.443(2.64); 7.437(1.19); 7.06(9.06); 6.208(2.32); 5.756 (4.81); 3.85(2.26); 3.75(16); 3.433(37.43); 3.376(15.41); 3.339(39.62); 3.323(53.82); 3.291(0.41); 2.672(0.78); 2.507(92.92); 2.503(120.43); 2.498(85.96); 2.334(0.51); 2.329(0.66); 2.325(0.52); 0.146(0.56); 0.008(5.6); 0(128.51); 0.008(5.42); 0.149(0.57) Example II-59: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.548(2.21); 8.542(2.31); 8.492(1.58); 8.482(1.66); 8.328(5.25); 7.876(1.15); 7.872(0.95); 7.861(1.04); 7.856(1.25); 7.536(4.08); 7.47(1.29); 7.458(1.34); 7.45(1.28); 7.438(1.19); 5.838(4.42); 3.75(16); 3.371(14.91); 3.324(11.08); 3.175(1.75); 3.164(1.73); 2.507(29.14); 2.502(37.29); 2.499(27.91); 2.174(13.63); 2.139(0.6); 0(19.45) Example II-6: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.518(2.12); 8.511(2.18); 8.494(1.37); 8.491(1.55); 8.482(1.46); 8.479(1.54); 7.852(0.71); 7.847(0.93); 7.843(0.79); 7.832(0.84); 7.826(1.05); 7.822(0.85); 7.467(1.21); 7.455(1.2); 7.447(1.15); 7.435(1.06); 5.794(4.44); 4.391 (2.18); 4.375(4.63); 4.358(2.27); 3.526(14.49); 3.364(0.36); 3.337(13.74); 3.318(19.37); 2.825(2.29); 2.809(4.69); 2.792(2.2); 2.506(23.95); 2.502(32.2); 2.497(24.86); 2.094(16); 1.235(1.16); 0(1.21) Example II-60: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.558(2.36); 8.552(2.46); 8.5(1.82); 8.488(1.93); 8.18(2.66); 8.174(2.71); 8.133(2.72); 8.128(2.71); 7.887(1.23); 7.881(0.93); 7.871(1.17); 7.867(1.4); 7.478(1.32); 7.466(1.43); 7.458(1.36); 7.446(1.26); 7.405(1.75); 7.4(3); 7.394 (1.67); 5.894(4.19); 3.827(0.63); 3.813(16); 3.75(0.85); 3.718(15.42); 3.376(15.41); 3.333(1.62); 3.17(1.81); 2.502(37.27); 0(17.01) Example II-61: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.553(2.64); 8.547(2.62); 8.5(1.83); 8.497(1.82); 8.488(1.9); 8.485(1.79); 8.433(2.65); 8.426(2.69); 8.316(0.97); 7.882(1.22); 7.864(1.16); 7.861(1.33); 7.792(1.21); 7.784(1.19); 7.77(2.02); 7.762(1.97); 7.704(3.32); 7.682(2); 7.474(1.31); 7.462(1.38); 7.453(1.29); 7.442(1.17); 5.881(4.06); 3.718(16); 3.372(14.71); 3.321(45.87); 3.298 (0.8); 2.671(0.55); 2.505(84.12); 2.501(103.9); 2.498(77.67); 2.328(0.59); 0.146(0.32); 0(66.51); 0.15(0.33) Example II-62: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.901(6.85); 8.897(4.82); 8.895(4.08); 8.56(2.55); 8.555(2.59); 8.503(1.88); 8.5(1.8); 8.491(2.06); 8.488(1.76); 8.423(2.09); 8.419(2.58); 8.417(2.5); 8.412(1.84); 7.893(1.04); 7.89(1.24); 7.887(1.17); 7.883(0.97); 7.873(1.23); 7.869(1.39); 7.867(1.34); 7.863(1.01); 7.478(1.27); 7.467(1.36); 7.458(1.32); 7.446(1.19); 5.907(4.07); 3.749 (1.08); 3.737(16); 3.38(14.72); 3.321(16.93); 2.506(39.74); 2.502(47.72); 2.498(34.67); 2.174(0.41); 0(33.41) Example II-63: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.891(2.85); 8.884(2.91); 8.579(2.31); 8.574(2.34); 8.507(1.64); 8.504(1.71); 8.495(1.74); 8.492(1.66); 8.315(2.8); 8.308(2.37); 8.054(1.64); 8.032(1.87); 7.986(1.54); 7.966(1.72); 7.906(0.94); 7.902(1.16); 7.9(1.13); 7.896 (0.94); 7.885(1.08); 7.882(1.27); 7.88(1.24); 7.876(0.98); 7.764(0.82); 7.761(0.88); 7.747(1.3); 7.744(1.68); 7.726 (1.02); 7.723(0.95); 7.656(1.16); 7.654(1.15); 7.636(1.71); 7.619(0.77); 7.616(0.74); 7.485(1.21); 7.473(1.25); 7.464(1.19); 7.453(1.09); 5.921(4.27); 3.788(16); 3.391(14.63); 3.329(20.04); 3.306(0.7); 3.176(0.75); 3.166(0.76); 2.508(22.21); 2.503(28.1); 2.499(20.95); 0(21.49) Example II-64: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.548(2.01); 8.542(2.01); 8.494(1.42); 8.484(1.48); 7.884(0.87); 7.88(1.07); 7.874(0.86); 7.863(1.01); 7.859(1.17); 7.854(0.89); 7.648(3.05); 7.642(3.1); 7.475(1.23); 7.463(1.26); 7.455(1.18); 7.443(1.1); 7.35(2.89); 7.344(2.77); 5.833(4.65); 3.84(16); 3.746(14.97); 3.715(15.24); 3.694(0.32); 3.366(14.15); 3.324(12.54); 2.506(27); 2.502 (34.41); 2.498(24.85); 0.008(0.92); 0(18.96) Example II-65: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.688(4.83); 8.634(0.5); 8.554(2.29); 8.548(2.22); 8.531(0.39); 8.49(1.73); 8.481(2); 8.45(2.69); 8.437(2.73); 8.418 (0.59); 8.356(0.33); 8.316(1.44); 7.883(0.94); 7.879(1.19); 7.873(0.94); 7.863(1.1); 7.859(1.3); 7.856(1.31); 7.853(1.1); 7.768(0.36); 7.755(0.32); 7.722(2.97); 7.709(2.78); 7.468(1.21); 7.457(1.24); 7.448(1.19); 7.436(1.23); 5.833(3.86); 5.818(0.62); 3.768(16); 3.663(0.46); 3.64(1.7); 3.372(14.81); 3.349(2.07); 3.321(18.84); 3.168 (1.74); 2.67(0.54); 2.506(78.59); 2.502(100.57); 2.497(74.59); 2.328(0.59); 0(26.89) Example II-66: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.556(0.47); 8.55(0.48); 8.497(0.33); 8.493(0.36); 8.485(0.35); 8.481(0.35); 8.317(0.58); 8.312(4.19); 8.305(0.47); 8.301(0.42); 7.992(0.39); 7.988(0.39); 7.972(0.42); 7.968(0.4); 7.523(0.38); 7.511(0.38); 7.502(0.36); 7.491 (0.34); 5.855(0.81); 4.106(3.32); 4.094(3.28); 3.758(3.6); 3.375(3.31); 3.367(0.36); 3.345(7.56); 3.322(0.51); 3.177 (15.28); 3.166(16); 2.902(0.33); 2.513(2.66); 2.509(5.4); 2.504(7.21); 2.5(5.23); 0(3.75) Example II-67: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.597(2.99); 8.591(5.66); 8.587(3.38); 8.556(2.31); 8.55(2.35); 8.502(1.53); 8.499(1.63); 8.49(1.63); 8.487(1.63); 8.181(1.84); 8.176(3.01); 8.17(1.77); 7.89(0.85); 7.886(1.08); 7.88(0.9); 7.869(0.98); 7.863(1.19); 7.859(0.98); 7.477(1.23); 7.465(1.26); 7.456(1.19); 7.445(1.11); 5.903(3.87); 5.756(3.53); 3.723(16); 3.376(14.58); 3.321 (24.13); 2.671(0.33); 2.506(45.12); 2.502(59.5); 2.498(44.45); 0(28.66) Example II-68: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 19.992(0.53); 15.706(0.51); 11.455(0.5); 10.215(0.5); 8.412(1.72); 8.401(1.67); 8.329(2.07); 8.316(1.15); 8.162 (2.35); 8.154(2.71); 7.652(1.22); 7.634(1.46); 7.475(6.52); 7.45(3.62); 7.394(1.76); 7.386(1.74); 7.375(1.93); 7.364 (2.35); 7.354(1.36); 7.344(1.18); 4.017(0.5); 3.553(0.59); 3.52(16); 3.397(0.64); 3.322(274.12); 2.67(4.5); 2.634 (0.52); 2.505(599.44); 2.501(805.44); 2.497(605.79); 2.328(4.42); 1.35(2.16); 1.298(0.8); 1.288(0.47); 1.258 (1.46); 1.234(4.07); 0.853(0.58); 0.836(0.48); 0.146(1.55); 0(359.16); 0.008(20.17); 0.15(1.69) Example II-69: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.369(4.03); 8.363(3.97); 8.356(2.25); 8.315(2.75); 7.868(2.58); 7.861(2.61); 7.794(1.71); 7.787(1.63); 7.773(2.15); 7.765(2.07); 7.635(4.27); 7.614(3.52); 7.594(0.48); 7.442(1.41); 7.434(1.81); 7.428(6.17); 7.419(1.79); 7.412 (1.5); 7.348(1.35); 7.337(1.36); 7.329(1.33); 7.317(1.36); 7.132(3.02); 7.109(2.63); 3.641(0.45); 3.512(16); 3.323 (399.23); 3.311(25.56); 3.255(0.61); 2.973(0.6); 2.675(3.35); 2.67(4.69); 2.666(3.42); 2.586(0.44); 2.51(310.75); 2.506(622.6); 2.501(821.85); 2.497(596.98); 2.397(0.64); 2.328(4.57); 2.324(3.4); 1.351(1.94); 1.298(0.84); 1.259(1.29); 1.233(3.51); 1.204(0.57); 1.058(0.48); 0.851(0.55); 0.146(1.61); 0.008(16.92); 0(384.79); 0.008 (18.14); 0.15(1.43); 3.217(0.46) Example II-7: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.514(2); 8.508(2.02); 8.491(1.45); 8.488(1.5); 8.479(1.54); 8.476(1.46); 7.849(0.76); 7.845(0.94); 7.843(0.92); 7.839(0.77); 7.829(0.88); 7.825(1.04); 7.823(1.06); 7.819(0.84); 7.465(1.13); 7.453(1.15); 7.445(1.15); 7.433(1.03); 5.782(4.18); 4.278(1.95); 4.262(4.09); 4.246(2.01); 3.519(14.09); 3.428(2.18); 3.413(4.45); 3.397(2.26); 3.375 (0.35); 3.354(0.5); 3.335(13.54); 3.318(16.62); 3.274(0.79); 3.256(0.54); 3.24(0.52); 3.234(0.71); 3.227(0.75); 3.216(16); 3.192(0.36); 2.675(0.33); 2.671(0.34); 2.506(33.87); 2.502(43.57); 2.497(32.67); 1.933(0.56); 1.917 (2.07); 1.901(3.03); 1.885(1.98); 1.869(0.52); 1.235(0.95); 0(49.99); 0.008(2.88) Example II-70: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.545(1.73); 8.54(1.79); 8.488(1.32); 8.477(1.34); 8.316(2.06); 8.122(3.06); 8.116(3.47); 7.991(3.42); 7.985(3.33); 7.874(1.12); 7.87(0.95); 7.859(0.95); 7.853(1.26); 7.849(1.02); 7.468(1.12); 7.456(1.15); 7.448(1.12); 7.436 (1.01); 5.816(3.92); 5.756(7.47); 3.839(16); 3.709(15.66); 3.367(14.42); 3.322(17.68); 3.298(0.94); 2.506(41.04); 2.502(55.19); 2.498(42.48); 0(58.86) Example II-71: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.552(2.45); 8.546(2.57); 8.491(1.88); 8.479(1.92); 8.316(3.29); 7.921(1.26); 7.901(1.56); 7.896(1.62); 7.876(2.68); 7.856(1.52); 7.468(1.41); 7.456(1.48); 7.448(1.39); 7.436(1.29); 7.251(2.3); 7.231(2.2); 5.812(4.2); 5.757 (14.87); 3.728(16); 3.365(15.02); 3.32(37.15); 3.297(1.73); 2.67(0.9); 2.502(154.48); 2.409(13.79); 2.328(1.16); 1.234(0.36); 0.146(0.49); 0(101.66); 0.15(0.55) Example II-72: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.563(2.04); 8.557(2.06); 8.505(1.44); 8.502(1.52); 8.494(1.53); 8.49(1.49); 7.893(0.85); 7.889(1.04); 7.887(0.98); 7.883(0.88); 7.873(0.98); 7.869(1.12); 7.866(1.09); 7.863(0.9); 7.815(2.11); 7.812(2.42); 7.808(1.26); 7.713 (0.73); 7.71(0.74); 7.702(1.66); 7.697(0.99); 7.692(1.18); 7.688(1.11); 7.616(3.57); 7.611(2.17); 7.605(2.53); 7.602 (2.99); 7.481(1.13); 7.469(1.15); 7.46(1.09); 7.448(1.03); 5.909(3.81); 5.757(0.54); 3.706(16); 3.379(14.49); 3.348(2.3); 2.507(16.87); 2.503(22.11); 2.498(16.17); 0.008(1.01); 0(19.92); 0.008(0.97) Example II-73: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.556(2.19); 8.55(2.21); 8.5(1.58); 8.49(1.64); 8.316(6.69); 7.883(1.11); 7.862(1.21); 7.477(1.15); 7.465(1.19); 7.457(1.14); 7.444(1.03); 7.28(0.77); 7.259(1.76); 7.24(1.04); 7.021(0.5); 6.761(1.5); 6.741(4.16); 6.706(1.39); 6.683(1.31); 6.336(0.56); 6.331(0.67); 6.311(0.71); 6.296(0.47); 6.29(0.54); 5.905(3.52); 5.756(16); 4.016(1); 3.999 (3.07); 3.981(3.12); 3.964(1.16); 3.943(0.74); 3.926(0.75); 3.666(13.03); 3.373(12.22); 3.322(1.11); 2.502 (29.21); 1.317(3.35); 1.299(6.72); 1.29(2.24); 1.282(3.33); 1.273(1.01); 0(16.47) Example II-74: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 10.06(2.42); 8.564(1.42); 8.496(1.38); 7.877(1.66); 7.857(1.78); 7.53(3); 7.478(1.26); 7.467(1.52); 7.459(1.46); 7.448(1.21); 7.329(1.2); 7.31(2.76); 7.295(2.39); 7.275(2.52); 7.256(1); 6.819(1.75); 6.816(1.68); 6.8(1.64); 5.888 (4.43); 5.755(15.4); 3.749(1.11); 3.672(16); 3.372(16.63); 2.671(0.39); 2.501(48.79); 2.497(43.65); 2.02(15.28); 1.989(0.55); 0.001(23.57) Example II-75: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.552(1.25); 8.498(0.97); 8.488(0.97); 7.886(0.76); 7.882(0.94); 7.88(0.98); 7.876(0.85); 7.866(0.88); 7.862(1.04); 7.859(1.08); 7.856(0.9); 7.476(1.01); 7.464(1.04); 7.456(0.97); 7.444(0.9); 7.298(1.06); 7.279(2.11); 7.259 (1.39); 7.053(1.47); 7.034(1.42); 7.026(1.62); 7.021(2.07); 6.973(1.16); 6.967(0.99); 6.952(0.99); 6.947(0.89); 5.888 (3.75); 5.756(0.32); 3.71(0.47); 3.675(16); 3.372(14.24); 3.321(29.44); 2.616(0.91); 2.597(2.77); 2.578(2.87); 2.56(1.01); 2.506(41.23); 2.502(55.66); 2.497(41.41); 1.168(4.08); 1.15(8.35); 1.13(3.93); 0.008(1.32); 0(31.94); 0.008(1.76) Example II-76: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 9.363(0.36); 8.556(1.88); 8.55(1.91); 8.498(1.39); 8.489(1.35); 8.486(1.4); 8.135(1.32); 7.925(0.99); 7.887(0.84); 7.884(1); 7.881(1.03); 7.878(0.86); 7.867(0.93); 7.863(1.09); 7.861(1.13); 7.857(0.9); 7.752(0.86); 7.476(1.12); 7.464(1.13); 7.456(1.07); 7.444(1.01); 7.297(1.03); 7.275(1.69); 7.26(0.45); 7.255(1.01); 7.098(0.83); 7.087 (0.86); 7.077(1.03); 7.066(1.02); 7.042(0.88); 7.022(0.5); 6.867(1.1); 6.864(1.09); 6.847(0.93); 6.843(0.91); 6.786 (0.89); 6.78(1.61); 6.773(1.37); 6.767(3.13); 6.763(3.63); 6.722(1.31); 6.718(1.08); 6.703(1); 6.699(1.17); 6.36 (0.43); 6.355(0.83); 6.349(0.58); 6.34(0.38); 6.334(0.75); 6.329(0.6); 6.315(0.69); 6.31(0.88); 6.304(0.39); 5.904 (4.11); 5.861(0.48); 3.732(16); 3.68(6.06); 3.669(15.63); 3.373(14.61); 3.326(2.58); 2.89(1.21); 2.731(1.1); 2.68 (5.06); 2.506(33.64); 2.502(44.89); 2.497(33.53); 0.008(2.26); 0(49.71); 0.008(2.59) Example II-77: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 9.191(2.54); 8.553(2); 8.548(2.05); 8.5(1.36); 8.497(1.46); 8.488(1.45); 8.485(1.44); 7.885(0.83); 7.881(1.03); 7.879 (1.03); 7.875(0.9); 7.865(0.94); 7.861(1.08); 7.859(1.15); 7.855(0.94); 7.475(1.19); 7.463(1.17); 7.455(1.11); 7.443(1.06); 7.292(1.08); 7.273(2.14); 7.254(1.4); 7.06(0.54); 7.04(1.06); 7.03(1.6); 7.006(1.79); 7(2.24); 6.975 (1.29); 6.97(0.98); 6.954(1.06); 6.95(0.92); 6.596(0.8); 6.575(0.87); 6.565(2.24); 6.547(0.65); 5.889(4.04); 3.707 (0.51); 3.673(16); 3.371(14.57); 3.322(55); 3.175(1.12); 3.162(1.08); 2.671(0.46); 2.552(1.81); 2.533(2.94); 2.506(60.74); 2.501(81.27); 2.497(60.29); 2.466(1.3); 2.447(1.56); 2.428(1.11); 2.328(0.45); 1.584(1.17); 1.565 (2.14); 1.546(2.27); 1.534(1.49); 1.528(1.41); 1.515(0.76); 0.892(2.49); 0.887(4.25); 0.874(4.85); 0.868(8.19); 0.856(2.36); 0.85(3.68); 0.146(0.39); 0.008(3.61); 0(83.65); 0.15(0.37) Example II-78: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.559(2.07); 8.553(2.09); 8.496(1.41); 8.492(1.58); 8.484(1.52); 8.481(1.57); 7.888(0.84); 7.884(1.02); 7.881(1.01); 7.878(0.9); 7.868(1.04); 7.864(1.13); 7.861(1.16); 7.857(0.96); 7.839(0.65); 7.821(1.27); 7.801(0.65); 7.697 (0.6); 7.677(1.17); 7.661(0.72); 7.47(1.68); 7.459(1.37); 7.45(1.92); 7.439(1.32); 7.426(0.62); 5.846(3.79); 5.757 (0.86); 3.778(0.33); 3.751(16); 3.371(14.61); 3.322(93.51); 2.67(0.7); 2.665(0.54); 2.506(94.94); 2.501(128.19); 2.497(95.06); 2.328(0.7); 2.323(0.54); 0.008(0.66); 0.001(16.92) Example II-79: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.555(0.34); 8.55(0.34); 7.255(0.41); 6.995(0.44); 6.989(0.43); 5.889(0.8); 5.754(16); 3.672(3.13); 3.373(2.85); 3.326(1.23); 2.507(2.96); 2.502(3.75); 2.498(2.74); 2.287(2.17); 0(0.43) Example II-8: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.657(1.9); 8.652(1.91); 8.557(1.34); 8.553(1.45); 8.545(1.41); 8.541(1.39); 8.522(2.24); 8.516(2.3); 8.498(1.61); 8.495(1.72); 8.486(1.69); 8.483(1.68); 7.885(0.76); 7.881(1.17); 7.876(0.78); 7.866(0.9); 7.861(1.39); 7.857 (1.63); 7.853(1.27); 7.851(1.09); 7.847(0.94); 7.836(1); 7.833(1.1); 7.83(1.1); 7.826(0.92); 7.471(1.23); 7.459(1.28); 7.451(1.17); 7.439(1.15); 7.428(1.15); 7.416(1.14); 7.409(1.07); 7.397(1.06); 6.186(0.39); 5.827(4.71); 5.338 (7.51); 4.636(0.53); 3.544(16); 3.364(0.39); 3.339(15.56); 3.323(12.66); 3.287(1.35); 3.24(0.34); 2.984(0.34); 2.511(13.92); 2.507(26.4); 2.502(34.13); 2.498(25.26); 2.212(0.33); 0.008(0.36); 0(6.46) Example II-80: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.567(0.39); 8.507(0.44); 7.888(1.02); 7.868(1.14); 7.846(1.55); 7.841(2.55); 7.836(1.89); 7.786(1.24); 7.767(1.87); 7.709(1.32); 7.688(2.52); 7.669(1.46); 7.626(1.45); 7.622(1.39); 7.62(1.31); 7.608(0.8); 7.605(0.83); 7.602 (0.85); 7.482(0.65); 7.47(0.98); 7.463(0.74); 7.45(1.15); 7.431(0.45); 7.34(0.38); 7.266(0.39); 7.261(0.59); 7.256 (0.4); 5.924(3.85); 5.757(12.84); 3.723(16); 3.38(14.81); 3.327(7.06); 3.259(0.44); 3.239(15.67); 3.166(3.78); 2.89(0.54); 2.731(0.49); 2.506(30.17); 2.502(39.75); 2.497(30.23); 0(4.05) Example II-81: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 5.896(0.38); 5.753(16); 3.664(1.4); 3.367(1.31); 3.333(2.73); 3.327(3.12); 2.507(2.73); 2.503(3.59); 2.498(2.75) Example II-82: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.554(0.35); 8.548(0.35); 7.13(0.57); 7.127(0.68); 5.891(0.64); 5.756(16); 3.68(2.4); 3.372(2.21); 3.324(7.92); 2.963 (0.35); 2.945(0.54); 2.926(0.36); 2.506(5.96); 2.502(7.83); 2.497(5.89); 0.876(0.63); 0.858(1.24); 0.84(0.55); 0(0.39) Example II-83: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.549(2.37); 8.543(2.45); 8.498(1.62); 8.495(1.69); 8.486(1.7); 8.483(1.67); 7.885(0.83); 7.881(1.05); 7.876(0.85); 7.864(0.94); 7.86(1.16); 7.855(0.88); 7.802(0.99); 7.794(1.19); 7.787(1.07); 7.779(1.12); 7.704(0.48); 7.695 (0.73); 7.682(0.76); 7.672(1.05); 7.664(0.62); 7.593(1.12); 7.568(1.61); 7.545(0.77); 7.473(1.28); 7.461(1.27); 7.453(1.2); 7.441(1.13); 5.883(4.4); 5.758(0.42); 4.038(0.37); 4.02(0.37); 3.716(16); 3.372(14.84); 3.321(29.06); 2.67(0.56); 2.506(71.79); 2.502(93.85); 2.497(71.25); 2.332(0.41); 2.328(0.54); 1.989(1.52); 1.192(0.42); 1.175 (0.81); 1.157(0.42); 0.008(0.41); 0(10.54) Example II-84: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.56(2.23); 8.554(2.38); 8.501(1.61); 8.498(1.73); 8.49(1.74); 8.486(1.7); 8.228(5.25); 7.889(0.83); 7.886(1.05); 7.883(1.04); 7.879(0.86); 7.869(0.95); 7.865(1.17); 7.863(1.19); 7.859(0.94); 7.477(1.2); 7.465(1.3); 7.457(1.3); 7.444(6.04); 7.43(4); 7.267(0.92); 7.26(0.94); 7.255(1.3); 7.249(0.89); 7.237(0.7); 5.902(3.97); 5.757(1.66); 3.883 (16); 3.693(15.61); 3.374(14.24); 3.32(142.52); 2.674(1.84); 2.67(2.37); 2.666(1.85); 2.505(306.25); 2.501 (402.94); 2.496(309.49); 2.332(1.69); 2.328(2.34); 2.323(1.69); 0.008(1.6); 0(43.53) Example II-85: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.552(1.57); 8.546(1.65); 8.498(1.16); 8.486(1.19); 7.878(0.74); 7.857(0.83); 7.475(0.84); 7.463(0.86); 7.455(0.82); 7.443(0.76); 7.372(1.34); 7.367(1.89); 7.36(1.87); 7.351(1.54); 7.129(0.93); 7.123(0.96); 7.108(0.79); 7.102 (0.81); 5.888(2.66); 5.757(16); 3.715(0.43); 3.68(9.44); 3.371(8.92); 3.327(25.97); 2.502(21.84); 2.293(7.73); 0(14.77) Example II-86: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.557(2.44); 8.552(2.6); 8.504(1.65); 8.501(1.84); 8.492(1.8); 8.489(1.84); 7.892(0.89); 7.888(1.15); 7.886(1.18); 7.882(1.02); 7.872(1.04); 7.868(1.26); 7.866(1.31); 7.862(1.09); 7.638(1.25); 7.632(1.12); 7.612(4.33); 7.582 (1.24); 7.477(1.27); 7.465(1.31); 7.457(1.25); 7.445(1.16); 5.943(3.94); 3.714(16); 3.38(14.63); 3.324(39.46); 2.671(0.35); 2.506(47.66); 2.502(62.88); 2.498(50.38); 2.329(0.37); 0(3.45) Example II-87: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.56(2.34); 8.554(2.38); 8.507(1.6); 8.503(1.74); 8.495(1.72); 8.491(1.73); 7.894(0.87); 7.89(1.07); 7.888(1.04); 7.884(0.92); 7.873(1); 7.87(1.16); 7.867(1.17); 7.863(0.97); 7.82(2.51); 7.815(1.67); 7.752(4.96); 7.749(4.48); 7.479(1.23); 7.467(1.25); 7.459(1.17); 7.447(1.11); 5.943(4.19); 5.76(1.29); 3.721(16); 3.383(14.51); 3.332(8.52); 2.51(9.29); 2.506(12.25); 2.502(9.18); 0(0.84) Example II-88: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.554(2.14); 8.548(2.21); 8.503(1.5); 8.499(1.63); 8.491(1.61); 8.488(1.61); 7.888(0.8); 7.884(0.97); 7.882(0.96); 7.878(0.85); 7.868(0.93); 7.864(1.06); 7.861(1.09); 7.857(0.9); 7.476(1.16); 7.464(1.16); 7.457(1.11); 7.445 (1.05); 6.913(1.3); 6.908(2.97); 6.904(2.35); 6.896(2.02); 6.891(2.87); 6.886(1.43); 6.809(1.81); 6.803(3.09); 6.798 (1.55); 5.925(4.07); 3.761(15.97); 3.673(16); 3.374(14.56); 3.321(40.35); 3.175(0.54); 3.162(0.52); 2.675(0.32); 2.671(0.43); 2.524(1.46); 2.51(27.73); 2.506(55.69); 2.502(74.06); 2.497(54.91); 2.333(0.32); 2.328(0.43); 2.324(0.33); 0.008(2.7); 0(68.05); 0.008(2.99) Example II-89: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.549(2.26); 8.543(2.36); 8.5(1.62); 8.496(1.69); 8.488(1.76); 8.484(1.68); 7.883(0.88); 7.879(1.09); 7.876(1.03); 7.873(0.88); 7.862(1.01); 7.859(1.2); 7.856(1.16); 7.852(0.94); 7.624(1.37); 7.616(1.47); 7.608(1.45); 7.6(1.44); 7.477(1.68); 7.463(1.33); 7.455(3.87); 7.443(1.21); 7.432(1.64); 7.316(0.9); 7.308(1.16); 7.306(1.17); 7.298 (0.94); 7.293(0.77); 7.285(0.92); 7.276(0.65); 5.877(4.13); 5.756(0.4); 3.721(0.62); 3.694(16); 3.37(14.71); 3.322 (88.01); 2.671(0.6); 2.666(0.46); 2.506(78.31); 2.502(101.62); 2.497(76.84); 2.328(0.59); 0.146(0.39); 0.008 (3.62); 0(83.28); 0.008(5.02); 0.15(0.4) Example II-9: .sup.1H-NMR(400.0 MHz, CD3CN): = 8.479(1.39); 8.476(1.74); 8.468(3.2); 8.464(3.55); 7.72(0.75); 7.716(0.99); 7.714(1.02); 7.71(0.91); 7.7(0.86); 7.696 (1.11); 7.694(1.13); 7.69(1.01); 7.392(1.16); 7.379(4.31); 7.374(2.51); 7.362(2.04); 7.357(4.71); 7.204(0.49); 7.196(4.27); 7.19(1.85); 7.178(1.2); 7.173(3.43); 5.896(3.96); 3.697(16); 3.384(15.76); 3.002(0.34); 2.161(4.27); 1.957(0.68); 1.952(4.04); 1.945(7.59); 1.939(10.47); 1.933(7.65); 1.927(4.11); 1.385(0.47); 1.284(0.32); 1.268 (1.02); 1.1(4.26); 1.084(4.24); 0.008(2.68); 0(45.42) Example II-90: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.529(1.29); 8.499(1.01); 8.492(1); 8.477(2.67); 8.47(2.58); 8.316(0.45); 7.926(1.46); 7.919(1.46); 7.905(1.69); 7.897(1.66); 7.818(1.05); 7.796(1.12); 7.607(2.74); 7.585(2.4); 7.48(0.98); 7.469(0.97); 7.46(0.92); 7.448(0.84); 6.553(3.88); 3.709(16); 3.371(0.51); 3.361(0.94); 3.353(1.38); 3.344(2.22); 3.321(188.74); 2.891(1.43); 2.731 (1.28); 2.675(1.26); 2.67(1.71); 2.666(1.26); 2.506(228.29); 2.502(297.29); 2.497(220.43); 2.328(1.71); 2.324(1.27); 0.884(0.54); 0.866(2.15); 0.852(2.26); 0.834(0.6); 0.584(0.63); 0.572(1.88); 0.567(2.15); 0.558(1.9); 0.545 (0.54); 0.146(1.05); 0.008(9.97); 0(232.58); 0.008(10.84); 0.15(1.06) Example II-91: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.952(2.05); 8.946(2.08); 8.878(2.32); 8.536(1.42); 8.502(1.09); 8.492(1.09); 8.37(2.21); 8.316(1.62); 7.828(0.84); 7.824(1.07); 7.819(0.84); 7.808(0.98); 7.804(1.18); 7.799(0.91); 7.483(1.06); 7.471(1.07); 7.463(1.02); 7.451 (0.91); 6.595(4); 3.739(16); 3.369(0.66); 3.361(0.86); 3.352(1.3); 3.342(1); 3.334(1.1); 3.322(16.3); 3.298(0.8); 2.506(42.47); 2.502(54.61); 2.498(40.48); 0.892(0.54); 0.874(2.22); 0.86(2.28); 0.856(1.88); 0.843(0.63); 0.59 (0.69); 0.578(2); 0.573(2.25); 0.569(2.06); 0.564(1.95); 0.551(0.56); 0.008(1.79); 0(37.16); 0.008(1.78) Example II-92: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.904(2.13); 8.898(2.23); 8.854(2.45); 8.524(1.59); 8.521(1.76); 8.509(3.91); 8.503(2.56); 8.317(2.29); 7.87(0.84); 7.864(1.09); 7.86(0.93); 7.849(0.99); 7.844(1.22); 7.84(0.98); 7.488(1.26); 7.477(1.29); 7.468(1.21); 7.456 (1.11); 5.813(4.49); 5.756(4.67); 3.877(0.94); 3.86(2.94); 3.842(2.98); 3.824(0.97); 3.751(16); 3.322(68.92); 2.675 (0.41); 2.671(0.54); 2.506(68.02); 2.502(90.1); 2.498(70.46); 2.329(0.52); 1.13(3.34); 1.113(7.28); 1.095(3.24); 0.008(2.71); 0(56.21) Example II-93: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.534(2.26); 8.528(2.34); 8.504(1.57); 8.501(1.71); 8.492(1.69); 8.489(1.7); 7.823(0.84); 7.82(1.05); 7.817(1.02); 7.814(0.88); 7.803(0.97); 7.799(1.16); 7.797(1.17); 7.793(0.96); 7.481(1.25); 7.469(1.35); 7.466(1.56); 7.462 (1.35); 7.445(3.02); 7.425(3.35); 7.419(2.9); 7.414(1.78); 7.315(1.23); 7.313(1.47); 7.311(1.32); 7.309(1.27); 7.295 (0.99); 7.293(1.06); 7.291(1.04); 7.288(0.92); 7.248(1.22); 7.246(1.26); 7.242(1.25); 7.24(1.16); 7.227(1.03); 7.226(1.04); 7.221(1.03); 7.22(0.94); 6.574(4.18); 3.676(16); 3.362(0.62); 3.354(0.83); 3.345(1.29); 3.336(0.98); 3.319(24.95); 2.524(1.04); 2.51(18.11); 2.506(37.2); 2.502(51.55); 2.497(39.56); 1.989(1.05); 1.175(0.55); 0.888(0.49); 0.87(2.09); 0.857(2.11); 0.853(1.78); 0.839(0.59); 0.588(0.64); 0.576(1.81); 0.57(2.01); 0.566(1.87); 0.561(1.81); 0.548(0.52); 0.008(1.82); 0(46.96); 0.008(2.11) Example II-94: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.535(2.28); 8.529(2.26); 8.502(1.52); 8.499(1.62); 8.491(1.6); 8.488(1.55); 8.15(3.18); 7.825(0.88); 7.821(1.13); 7.815(0.93); 7.804(1.03); 7.799(1.25); 7.795(0.98); 7.716(2.21); 7.689(0.53); 7.669(1.4); 7.65(1.62); 7.612(2.81); 7.595(1.2); 7.481(1.26); 7.468(1.29); 7.46(1.18); 7.448(1.08); 6.584(4.17); 3.703(16); 3.321(18.09); 2.674 (0.88); 2.67(1.15); 2.666(0.89); 2.505(140.35); 2.501(187.3); 2.497(144.8); 2.332(0.81); 2.328(1.09); 2.324(0.83); 0.888(0.53); 0.87(2.25); 0.857(2.29); 0.854(1.95); 0.84(0.63); 0.589(0.68); 0.576(2.01); 0.571(2.23); 0.562(1.95); 0.549(0.55); 0.146(0.47); 0(106.13); 0.15(0.5) Example II-95: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 8.518(2.08); 8.505(4.17); 8.498(2.65); 8.488(0.54); 8.481(0.49); 8.232(1.68); 8.229(1.74); 8.226(1.6); 7.994(0.74); 7.986(0.73); 7.977(0.8); 7.97(1.29); 7.964(0.82); 7.955(0.77); 7.947(0.72); 7.857(1.25); 7.852(1.08); 7.841 (0.98); 7.836(1.38); 7.832(1.16); 7.485(1.33); 7.473(1.38); 7.465(1.41); 7.453(1.22); 7.257(1.37); 7.249(1.38); 7.235 (1.29); 7.227(1.27); 6.135(0.6); 5.756(3.28); 5.752(5.03); 3.869(0.98); 3.858(0.97); 3.851(3.06); 3.84(1.05); 3.833(3.07); 3.815(0.99); 3.748(3.24); 3.729(16); 3.321(27.38); 2.506(29.54); 2.502(39.98); 2.498(31.05); 1.125 (3.39); 1.118(1.23); 1.107(7.37); 1.101(2.14); 1.09(3.33); 1.083(0.97); 0.007(1.04); 0(22.39) Example II-96: .sup.1H-NMR(601.6 MHz, CDCl3): = 8.533(1.58); 8.53(1.62); 8.525(1.62); 8.522(1.56); 8.387(2.04); 8.383(2.02); 7.567(0.81); 7.565(0.97); 7.563(0.96); 7.561(0.82); 7.554(0.93); 7.551(1.09); 7.55(1.1); 7.547(0.89); 7.371(1.14); 7.37(1.17); 7.363(1.16); 7.362(1.18); 7.358(1.05); 7.357(1.06); 7.35(0.99); 7.349(0.98); 7.264(4.49); 6.266(1.82); 5.299(2.05); 5.034(0.33); 5.024 (0.92); 5.014(0.94); 5.004(0.35); 4.127(0.44); 4.115(0.44); 3.903(11.93); 3.472(16); 2.043(1.94); 1.7(1.29); 1.27 (0.59); 1.258(1.37); 1.246(0.6); 0(1.93) Example II-97: .sup.1H-NMR(400.0 MHz, d.sub.6-DMSO): = 9.03(3.94); 8.798(2.97); 8.793(2.97); 8.648(3.07); 8.643(3.14); 8.558(0.49); 8.553(0.48); 8.512(0.73); 8.504(0.48); 8.419(2.72); 8.407(2.86); 8.306(1.87); 8.3(3.18); 8.295(1.72); 8.051(0.34); 7.859(2.77); 7.846(2.66); 5.798 (0.45); 4.51(0.81); 4.493(2.52); 4.476(2.57); 4.458(0.79); 4.026(16); 3.862(0.6); 3.856(0.49); 3.839(0.49); 3.814 (0.36); 3.808(0.33); 3.752(0.58); 3.725(1.74); 3.713(0.36); 3.322(134.06); 3.175(0.82); 3.162(0.77); 2.675(1.06); 2.671(1.34); 2.506(173.34); 2.502(223.07); 2.498(165.09); 2.333(0.92); 2.329(1.26); 2.325(0.92); 2.074(1.36); 1.306(2.99); 1.289(6.6); 1.271(3); 1.234(0.37); 1.128(0.64); 1.11(1.01); 1.092(0.57); 0.146(0.8); 0.008(8.63); 0 (169.63); 0.15(0.83)
[0517] .sup.1H-NMR data for the compounds listed in Table 1:
[0518] NMR peak list method
[0519] The 1H-NMR data of selected examples are noted in the form of 1H-NMR peak lists. For each signal peak, first the 6 value in ppm and then the signal intensity in round brackets are listed. The pairs of 6 value-signal intensity numbers for different signal peaks are listed with separation from one another by semicolons.
[0520] The peak list for one example therefore has the form:
[0521] .sub.1 (intensity.sub.1); .sub.2 (intensity.sub.2); . . . ; (intensity); . . . ; .sub.n (intensity.sub.n)
[0522] The intensity of sharp signals correlates with the height of the signals in a printed example of an NMR spectrum in cm and shows the true ratios of the signal intensities. In the case of broad signals, several peaks or the middle of the signal and the relative intensity thereof may be shown in comparison to the most intense signal in the spectrum.
[0523] Calibration of the chemical shift of 1H NMR spectra is accomplished using tetramethylsilane and/or the chemical shift of the solvent, particularly in the case of spectra which are measured in DMSO. Therefore, the tetramethylsilane peak may but need not occur in NMR peak lists.
[0524] The lists of the 1H-NMR peaks are similar to the classic 1H-NMR prints and thus usually comprise all peaks listed in a classic NMR interpretation.
[0525] In addition, like classic 1H-NMR prints, they may show solvent signals, signals of stereoisomers of the target compounds, which are likewise the subject matter of the invention, and/or peaks of impurities.
[0526] When stating compound signals in the delta range of solvents and/or water, in our lists of 1H NMR peaks, the usual solvent peaks, for example peaks of DMSO in DMSO-D.sub.6 and the peak of water are shown, which usually have on average a high intensity.
[0527] The peaks of stereoisomers of the target compounds and/or peaks of impurities usually have a lower intensity on average than the peaks of the target compounds (for example with a purity of >90%).
[0528] Such stereoisomers and/or impurities may be typical of the particular preparation process. Their peaks can thus help in identifying reproduction of our preparation process with reference to by-product fingerprints.
[0529] An expert calculating the peaks of the target compounds by known methods (MestreC, ACD simulation, but also with empirically evaluated expected values) can, if required, isolate the peaks of the target compounds, optionally using additional intensity filters. This isolation would be similar to the relevant peak picking in classic 1H-NMR interpretation.
[0530] Further details of 1H NMR peak lists can be found in the Research Disclosure Database Number 564025.
Biological Examples
[0531] Myzus persicaeSpray Test
TABLE-US-00003 Solvent: 78 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: alkylaryl polyglycol ether
[0532] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water.
[0533] Discs of Chinese cabbage leaves (Brassica pekinensis) infested by all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound formulation of the desired concentration.
[0534] After 5 or 6 days, the efficacy in % is determined. 100% means that all the aphids have been killed; 0% means that no aphids have been killed.
[0535] In this test, for example, the following compounds from the preparation examples show an efficacy after 5 days of 100% at an application rate of 500 g/ha: II-12, II-24, II-26, II-27, II-28, II-29, II-30, II-31, II-34, II-37, II-40, II-41, II-46, II-51, II-52, II-55, II-61, II-64, II-65, II-66, II-67, II-77, II-78, II-80, II-82, II-85, II-86, II-89, II-92, II-95
[0536] In this test, for example, the following compounds from the preparation examples show an efficacy after 6 days of 100% at an application rate of 500 g/ha: II-2, II-7, II-10, II-13, II-14, II-15, II-17, II-18, II-20
[0537] In this test, for example, the following compounds from the preparation examples show an efficacy after 5 days of 90% at an application rate of 500 g/ha: II-3, II-4, II-25, II-32, II-33, II-35, II-36, II-38, II-39, II-42, II-43, II-44, II-47, II-48, II-49, II-50, II-53, II-54, II-56, II-57, II-58, II-59, II-60, II-62, II-63, II-68, II-70, II-71, II-72, II-73, II-74, II-75, II-79, II-83, II-84, II-87, II-88, II-91, II-93
[0538] In this test, for example, the following compounds from the preparation examples show an efficacy after 6 days of 90% at an application rate of 500 g/ha: II-5, II-6, II-8, II-9, II-21, II-22, II-23
[0539] In this test, for example, the following compounds from the preparation examples show an efficacy after 5 days of 90% at an application rate of 100 g/ha: II-90
[0540] Tetranychus urticaeSpray Test, OP-Resistant
TABLE-US-00004 Solvent: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: alkylaryl polyglycol ether
[0541] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water.
[0542] Discs of bean leaves (Phaseolus vulgaris) infested with all stages of the greenhouse red spider mite (Tetranychus urticae) are sprayed with an active compound formulation of the desired concentration.
[0543] After 6 days, the efficacy in % is determined. 100% means that all the spider mites have been killed; 0% means that no spider mites have been killed.
[0544] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 500 g/ha: II-23, II-81, II-82, II-89
[0545] In this test, for example, the following compounds of the preparation examples show an efficacy of 90% at an application rate of 500 g/ha: II-14, II-37, II-87, II-94
[0546] Myzus persicae-Spray Test
[0547] Solvent: 14 parts by weight of dimethylformamide
[0548] Emulsifier: alkylaryl polyglycol ether
[0549] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water. If the addition of ammonium salts or/and penetrants is required, these are each added in a concentration of 1000 ppm to the formulation solution.
[0550] Bell pepper plants (Capsicum annuum) severely infested with the green peach aphid (Myzus persicae) are treated by spraying with the active compound formulation in the desired concentration.
[0551] After 6 days, the kill in % is determined. 100% means that all of the aphids have been killed; 0% means that none of the aphids have been killed.
[0552] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 20 ppm: II-1
[0553] In this test, for example, the following compounds from the preparation examples show an efficacy of 98% at an application rate of 20 ppm: II-45
[0554] In this test, for example, the following compounds from the preparation examples show an efficacy of 95% at an application rate of 20 ppm: II-19
[0555] Aphis gossypiiSpray Test
[0556] Solvent: 14 parts by weight of dimethylformamide
[0557] Emulsifier: alkylaryl polyglycol ether
[0558] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water. If the addition of ammonium salts or/and penetrants is required, these are each added in a concentration of 1000 ppm to the formulation solution.
[0559] Cotton plants (Gossypium hirsutum) which are heavily infested by the cotton aphid (Aphis gossypii) are sprayed with an active compound formulation of the desired concentration.
[0560] After 6 days, the kill in % is determined. 100% means that all the aphids have been killed; 0% means that no aphids have been killed.
[0561] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 20 ppm: II-1, II-2, II-3, II-4, II-5, II-7, II-9, II-10, II-12, II-15, II-17, II-19, II-26, II-29, II-30, II-32, II-33, II-34, II-35, II-36, II-37, II-40, II-41, II-42, II-43, II-46, II-47, II-58
[0562] In this test, for example, the following compounds from the preparation examples show an efficacy of 99% at an application rate of 20 ppm: II-6, II-8, II-14, II-45
[0563] In this test, for example, the following compounds from the preparation examples show an efficacy of 98% at an application rate of 20 ppm: II-24, II-27, II-31, II-38
[0564] In this test, for example, the following compounds from the preparation examples show an efficacy of 95% at an application rate of 20 ppm: II-23
[0565] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 20 ppm: II-25
[0566] Myzus persicaeOral Test
[0567] Solvent: 100 parts by weight of acetone
[0568] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water until the desired concentration is attained.
[0569] 50 l of the active compound preparation are transferred into microtitre plates and made up to a final volume of 200 l with 150 l of IPL41 insect medium (33%+15% sugar). Subsequently, the plates are sealed with parafilm, which a mixed population of green peach aphids (Myzus persicae) within a second microtitre plate is able to puncture and imbibe the solution through it.
[0570] After 5 days, the efficacy in % is determined. 100% means that all the aphids have been killed; 0% means that no aphids have been killed.
[0571] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 20 ppm: II-1, II-2, II-3, II-4, II-6, II-7, II-8, II-9, II-10, II-12, II-13, II-14, II-15, II-16, II-17, II-18, II-19, II-20, II-23, II-24, II-25, II-26, II-27, II-29, II-30, II-31, II-32, II-33, II-34, II-35, II-36, II-37, II-38, II-40, II-41, II-42, II-43, II-44, II-45, II-46, II-47, II-48, II-49, II-50, II-51, II-53, II-54, II-55, II-56, II-56, II-57, II-58, II-59, II-60, II-62, II-63, II-65, II-66, II-67, II-68, II-69, II-70, II-71, II-72, II-73, II-74, II-75, II-78, II-80, II-82, II-84, II-86, II-87, II-88, II-89, II-90, II-91, II-92, II-93, II-94, II-95
[0572] In this test, for example, the following compounds from the preparation examples show an efficacy of 90% at an application rate of 20 ppm: II-5, II-21, II-22, II-28, II-39, II-61, II-77, II-79, II-85
[0573] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 4 ppm: II-52, II-64, II-83
[0574] Boophilus microplusInjection Test
[0575] Solvent: dimethyl sulphoxide
[0576] To produce a suitable preparation of active compound, 10 mg of active compound are mixed with 0.5 ml of solvent and the concentrate is diluted with solvent to the desired concentration.
[0577] 1 l of the active compound solution is injected into the abdomen of 5 engorged adult female cattle ticks (Boophilus microplus). The animals are transferred into dishes and kept in a climate-controlled room.
[0578] Efficacy is assessed after 7 days by laying of fertile eggs. Eggs which are not visibly fertile are stored in a climate-controlled cabinet until the larvae hatch after about 42 days. An efficacy of 100% means that none of the ticks has laid any fertile eggs; 0% means that all the eggs are fertile.
[0579] In this test, for example, the following compounds from the preparation examples show an efficacy of 100% at an application rate of 20 g/animal: II-1
[0580] In this test, for example, the following compounds from the preparation examples show an efficacy of 80% at an application rate of 20 g/animal: II-40
Deposition Examples
[0581] Myzus persicaeSpray Test (MYZUPE)
TABLE-US-00005 Solvent: 78.0 parts by weight of acetone 1.5 parts by weight of dimethylformamide Emulsifier: alkylaryl polyglycol ether
[0582] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water containing an emulsifier concentration of 1000 ppm until the desired concentration is attained. To produce further test concentrations, the formulation is diluted with emulsifier-containing water.
[0583] Discs of Chinese cabbage leaves (Brassica pekinensis) infested by all stages of the green peach aphid (Myzus persicae) are sprayed with an active compound preparation of the desired concentration.
[0584] After the desired period of time, the efficacy in % is determined. 100% means that all the aphids have been killed; 0% means that no aphids have been killed.
[0585] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see tables
[0586] Myzus persicaeOral Test (MYZUPE O)
[0587] Solvent: 100 parts by weight of acetone
[0588] To produce a suitable preparation of active compound, 1 part by weight of active compound is dissolved using the specified parts by weight of solvent and made up with water until the desired concentration is attained.
[0589] 50 l of the active compound preparation are transferred into microtitre plates and made up to a final volume of 200 l with 150 l of IPL41 insect medium (33%+15% sugar). Subsequently, the plates are sealed with parafilm, which a mixed population of green peach aphids (Myzus persicae) within a second microtitre plate is able to puncture and imbibe the solution through it.
[0590] After 5 or 6 days (dat), the efficacy in % is determined. 100% means that all the aphids have been killed; 0% means that no aphids have been killed.
[0591] In this test, for example, the following compounds of the Preparation Examples show superior efficacy to the prior art: see Table 3
TABLE-US-00006 TABLE 3 Animal Substance Structure species Concentration % efficacy dat Comparative Ex. 1 WO2011/009804