ALKENE-CONTAINING AMIDE COMPOUND AND APPLICATION THEREOF

Abstract

An alkene-containing amide compound of formula (I) and agriculturally acceptable salts thereof can be used as herbicides.

##STR00001##

Claims

1. An alkene-containing amide compound, characterized in that the compound is shown in formula I: ##STR02386## in the formula: X.sub.1 and X.sub.3 are independently selected from halogen, C.sub.1-C.sub.6 alkylsulfonyl, C.sub.1- C.sub.6 alkyl, or C.sub.1-C.sub.6 haloalkyl; W is selected from CX.sub.2; X.sub.2 is selected from hydrogen, Y.sub.1 oxy, Y.sub.1 oxy C.sub.1-C.sub.6 alkyl, Y.sub.1 sulfonyl C.sub.1-C.sub.6 alkyl, 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms or 5-7 membered aromatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms; the hydrogen on the aliphatic heterocycle and the aromatic heterocycle mentioned above may be substituted by one or more of the following substituents which are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkoxy, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, phenyl or halophenyl; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl, phenyl, 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms or 5-7 membered aromatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms; the hydrogen on the phenyl, the aliphatic heterocycle and the aromatic heterocycle mentioned above may be substituted by one or more of the following substituents which are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkoxy, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, phenyl or halophenyl; Z is selected from Z.sub.1 or Z.sub.2 group; ##STR02387## Z.sub.2 is selected from C.sub.3-C.sub.8 cycloalkenyl; the hydrogen on the ring can be substituted by the following substituents; the following substituents are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.1-C.sub.6 alkenyl or C.sub.3-C.sub.6 cycloalkyl; Q is selected from Q.sub.1, Q.sub.2, Q.sub.3, Q.sub.4, Q.sub.5 or Q.sub.6 group; ##STR02388## R.sub.1 to R.sub.5 are independently selected from hydrogen, hydroxyl, cyano, nitro, halogen, phenyl, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 haloalkenyl, C.sub.2-C.sub.6 alkynyl, C.sub.2-C.sub.6 haloalkynyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.1-C.sub.6 alkylthio or benzyloxy, wherein R.sub.1 and R.sub.2 form a benzene ring, a 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms or a 5-7 membered aromatic heterocycle containing 1-4 heteroatoms together with the carbon atoms on the connected benzene ring; R.sub.2 and R.sub.3 can form a benzene ring, a 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms or a 5-7 membered aromatic heterocycle containing 1-4 heteroatoms together with the carbon atoms on the connected benzene ring; R.sub.6, R.sub.7 and R.sub.8 are independently selected from hydrogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl or phenyl; R.sub.9, R.sub.10, and R.sub.11 are independently selected from hydrogen, halogen, cyano, nitro, C.sub.1-C.sub.6 alkylsulfonyl, C.sub.1-C.sub.6 haloalkylsulfonyl, C.sub.1-C.sub.6 alkylsulfinyl, C.sub.1-C.sub.6 haloalkylsulfinyl, C.sub.1-C.sub.6 alkylthio, C.sub.1-C.sub.6 haloalkylthio, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.1-C.sub.3 alkoxy C.sub.1-C.sub.3 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkoxy, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkoxy C.sub.1-C.sub.3 alkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.3 alkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.3 alkoxy or C.sub.3-C.sub.6 cycloalkyloxy; a stereoisomer of the compound of the above formula I; or, the compound of the formula I and agriculturally acceptable salt of the isomer.

2. The compound according to claim 1, characterized in that in the formula I: X.sub.1 and X.sub.3 are independently selected from halogen, C.sub.1-C.sub.6 alkylsulfonyl, C.sub.1-C.sub.6 alkyl, or C.sub.1-C.sub.6 haloalkyl; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy, or Y.sub.1 oxy C.sub.1-C.sub.6 alkyl; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl, phenyl, a 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, a 5-7 membered aliphatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms; the hydrogen on the phenyl, the aliphatic heterocycle and the aromatic heterocycle mentioned above may be substituted by one or more of the following substituents which are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.3-C.sub.6 cycloalkyl or C.sub.3-C.sub.6 cycloalkoxy; Z is selected from Z.sub.1 or Z.sub.2 group; ##STR02389## Z.sub.2 is selected from C.sub.3-C.sub.8 cycloalkenyl; the hydrogen on the ring can be substituted by the following substituents; the following substituents are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.1-C.sub.6 alkenyl or C.sub.3-C.sub.6 cycloalkyl; Q is selected from Q.sub.1, Q.sub.2, Q.sub.3, Q.sub.4 or Q.sub.5 group; ##STR02390## R.sub.1 to R.sub.5 are independently selected from hydrogen, hydroxyl, cyano, nitro, halogen, phenyl, C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 alkylthio or benzyloxy; R.sub.6, R.sub.7 and R.sub.8 are independently selected from hydrogen, C.sub.1-C.sub.6 alkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl or phenyl; R.sub.9 and R.sub.10 are independently selected from hydrogen, halogen, C.sub.1-C.sub.6 alkylthio, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.3 alkoxy C.sub.1-C.sub.3 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkoxy, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkoxy C.sub.1-C.sub.3 alkyl or C.sub.3-C.sub.6 cycloalkyl; the Z of the above formula I is selected from the stereoisomer of the compound shown by Z.sub.1.

3. The compound according to claim 2, characterized in that in the formula I: X.sub.1 and X.sub.3 are independently selected from halogen, C.sub.1-C.sub.3 alkylsulfonyl, C.sub.1-C.sub.3 alkyl, or C.sub.1-C.sub.3 haloalkyl; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy, or Y.sub.1 oxy C.sub.1-C.sub.3 alkyl; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl, a 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, a 5-7 membered aliphatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms; the hydrogen on the aliphatic heterocycle and the aromatic heterocycle mentioned above may be substituted by one or more of the following substituents which are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.3-C.sub.6 cycloalkyl or C.sub.3-C.sub.6 cycloalkoxy; Z is selected from Z.sub.1 or Z.sub.2 group; ##STR02391## Z.sub.2 is selected from C.sub.5-C.sub.6 cycloalkenyl; the hydrogen on the ring may be substituted by the following substituents which are selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy or C.sub.1-C.sub.6 alkenyl; Q is selected from Q.sub.1, Q.sub.2, Q.sub.3 or Q.sub.4 group; ##STR02392## R.sub.1 to R.sub.5 are independently selected from hydrogen, hydroxyl, cyano, nitro, halogen, phenyl, C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl, C.sub.2-C.sub.6 alkynyl, C.sub.1-C.sub.6 alkoxy or benzyloxy, R.sub.6 and R.sub.7 are independently selected from hydrogen, C.sub.1-C.sub.6 alkyl, C.sub.2-C.sub.6 alkenyl or phenyl; R.sub.8 and R.sub.9 are independently selected from hydrogen, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.3 alkoxy C.sub.1-C.sub.3 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.3 alkoxy or C.sub.3-C.sub.6 cycloalkyl; the Z of the above formula I is selected from the stereoisomer of the compound shown by Z.sub.1.

4. The compound according to claim 3, characterized in that in the formula I: X.sub.1 and X.sub.3 are independently selected from halogen, C.sub.1-C.sub.3 alkylsulfonyl, or C.sub.1-C.sub.3 alkyl; W is selected from CX.sub.2; X.sub.2 is selected from Y.sub.1 oxy, or Y.sub.1 oxy C.sub.1-C.sub.3 alkyl; Y.sub.1 is selected from C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.3-C.sub.6 cycloalkyl, C.sub.3-C.sub.6 cycloalkyl C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 alkoxy C.sub.1-C.sub.6 alkyl, a 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, a 5-7 membered aliphatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C.sub.1-C.sub.6 alkyl containing 1-4 heteroatoms; the hydrogen on the aliphatic heterocycle and the aromatic heterocycle mentioned above may be substituted by one or more of the following substituents which are selected from nitro, halogen, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 haloalkyl, C.sub.1-C.sub.6 alkoxy, C.sub.1-C.sub.6 haloalkoxy, C.sub.3-C.sub.6 cycloalkyl or C.sub.3-C.sub.6 cycloalkoxy; Z is selected from Z.sub.1 or Z.sub.2 group; ##STR02393## Z.sub.2 is selected from G.sub.1, G.sub.2, G.sub.3, or G.sub.4 group; ##STR02394## Q is selected from Q.sub.1, Q.sub.2, Q.sub.3 or Q.sub.4 group; ##STR02395## R.sub.1 to R.sub.5 are independently selected from hydrogen, hydroxyl, cyano, nitro, halogen, phenyl, methyl, ethyl, propyl, vinyl, propenyl, ethynyl, propynyl, methoxy, ethoxyl, benzyloxy, trifluoromethyl or trifluoromethoxy; R.sub.6 and R.sub.7 are independently selected from hydrogen, methyl or ethyl; R.sub.8 and R.sub.9 are independently selected from hydrogen, chlorine or methyl; the Z of the above formula I is selected from a trans-stereoisomer of the compound shown by Z.sub.1.

5. An application of the compound of the formula I of claim 1, characterized in the application of the compound of the formula I and the stereoisomer thereof or the compound of the formula I and the agriculturally acceptable salt of the isomer in control for weeds.

6. A herbicidal composition, characterized in that the herbicidal composition comprises an active ingredient and an agriculturally acceptable carrier; the active ingredient comprises the compound of the formula I and the stereoisomer thereof; or, the compound of the formula I and agriculturally acceptable salt of the isomer; the weight percentage of the active ingredient in the composition is 1-99%.

7. A method for controlling weeds, comprising: applying a herbicidally effective dose of the herbicidal composition of claim 5 to a weed or a growth medium or site of the weed.

Description

DETAILED DESCRIPTION

[0088] The following examples and biometric test results can be used to further illustrate the present invention, but are not intended to limit the present invention.

SYNTHESIS EXAMPLE

Embodiment 1 Synthesis of Compound 1-1

[0089] (1) Synthesis of N-(1-methyl-tetrazole-5yl) -2-methanesulfonyl-4-trifluoromethylbenzamide

##STR00016##

[0090] 2-methanesulfonyl-4-trifluoromethylbenzoic acid (19.1 g, 71.2 mmol), 1-methyl-5-aminotetrazole (8.5 g, 85.4 mmol), 3-methylpyridine (100 ml) and N-methylimidazole (11.7 g, 142 mmol) were added to a reaction flask, stirred at room temperature for half an hour, and cooled to be below 10° C. in an ice-water bath; dichlorosuifoxide (13.6 g, 114.0 mmol) was slowly dripped; the mixture was stirred at room temperature for 2 hours, heated to 50° C. to preserve heat and react for 2 hours, and cooled to be below 10° C. in the ice-water bath; cold water was slowly dripped; solid precipitated out and was filtered; a filter cake was washed twice with 100 ml of water and dried to obtain 17.5 g of white solid, with a yield of 70%.

[0091] (2) Synthesis of Cinnamyl Chloride

##STR00017##

[0092] Cinnamic acid (10.0 g, 67.5 mmol), dichloromethane (300 ml) and DMF (3 drops) were added into the reaction flask; oxalyl chloride (42.8 g, 337.5 mmol) was slowly added; the mixture was stirred at room temperature for 2 hours; the solvent was evaporated under reduced pressure; toluene (150 ml) was added to the residue and stirred for 3 minutes; and then the solvent was evaporated under reduced pressure to obtain 11.3 g of yellow solid which was used directly in the next step.

[0093] (3) Synthesis of Compound 1-1

##STR00018##

[0094] N-(1-methyl-tetrazole-5-yl) -2-methanesulfonyl-4-trifluoromethylbenzamide (1.2 g, 3.4 mmol), dichloromethane (20 ml) and triethylamine (0.7 g, 6.8 mmol) were added to the reaction flask, and the prepared dichloromethane solution of the cinnamyl chloride was dropwise added (the cinnamyl chloride (1.1 g, 6.8 mmol) was dissolved in 15 ml of dichloromethane). The mixture was stirred at room temperature for 40 minutes; the solvent was evaporated under reduced pressure; ethyl acetate (50 ml) was added to the residue; water (50 ml) was used for separation and extraction; the organic phase was washed with saturated salt water (50 ml) and dried with anhydrous magnesium sulfate; the solvent was evaporated under reduced pressure; and the residue was separated by column chromatography to obtain 1.3 g of pale yellow solid, with a purity of 94% and a yield of 82%.

Embodiment 2 Synthesis of Compound 2-265

[0095] (1) Synthesis of 1-cyclohexenoyl Chloride

##STR00019##

[0096] 1-cyclohexenoic acid (0.36 g, 2.9 mmol), dichloromethane (30 ml) and DMF (1 drop) were added into the reaction flask; oxalyl chloride (1.82 g, 14.3 mmol) was slowly added; the mixture was stirred at room temperature for 1 hour; the solvent was evaporated under reduced pressure; toluene (15 ml) was added to the residue and stirred for 3 minutes; and then the solvent was evaporated under reduced pressure to obtain 0.42 g of pale yellow solid which was used directly in the next step.

[0097] (2) Synthesis of Compound 2-265

##STR00020##

[0098] N-(1-methyl-tetrazole-5-yl) -2-methariesulfonyl-4-trifluoromethylbenzamide (0.5 g, 1.4 mmol, see step 3 of embodiment 1 for the preparation), dichloromethane (20 ml) and triethylamine (0.29 g, 2.9 mmol) were added to the reaction flask, and the dichloromethane solution (15 ml) of 1-cyclohexenoyl chloride in the above step was added dropwise. The mixture was stirred at room temperature for 1 hour; the solvent is evaporated under reduced pressure; ethyl acetate (100 ml) was added to the residue; water (50 ml) was used for separation and extraction; the organic phase was sequentially washed with saturated salt water (50 ml) and dried with anhydrous magnesium sulfate; the solvent was evaporated under reduced pressure; and the residue was separated by column chromatography to obtain 0.55 g of off-white solid compound 2-265, with a purity of 97.6% and a yield of 82%.

Embodiment 3 Synthesis of Compound 1-24

[0099] (1) Synthesis of N-(1-methyl-tetrazole-5-yl)-2-chloro-3-methoxymethyl-4-methanesulfonyl benzamide

##STR00021##

[0100] 2-chloro-3-methoxymethyl-4-methanesulfonyl benzoic acid (5.0 g, 17.9 mmol), 1-methyl-5-aminotetra.zole (2.1 g, 21.5 mmol), 3-methylpyridine (30 ml) and N-methylitnidazole (3.0 g, 35.9 mmol) were added to the reaction flask, stirred at room temperature for half an hour, and cooled to be below 10° C. in an ice-water bath; dichlorosulfoxide (3.4 g, 28.7 mmol) was slowly dripped; the mixture was stirred at room temperature for 2 hours, heated to 50° C. to preserve heat and react for 2 hours, and cooled to be below 10° C. in the ice-water bath; cold water was slowly dripped; solid precipitated out and was filtered; a filter cake was washed twice with 30 ml of water and dried to obtain 3.29 g of off-white solid, with a yield of 51%.

[0101] (2) Synthesis of Compound 1-24

##STR00022##

[0102] N-(1-methyl-tetrazole-5-yl)-2-chloro-3-methoxymethyl-4-methanesulfonyl benzamide (0.5 g, 1.4 mmol), dichloromethane (20 ml) and triethylamine (0.3 g, 2.8 mmol) were added to the reaction flask, and the prepared dichloromethane solution of the cinnamyl chloride was dropwise added (0.5 g of cinnamyl chloride was dissolved in 15 ml of dichloromethane). The mixture was stirred at room temperature for 40 minutes; the solvent was evaporated under reduced pressure; ethyl acetate (50 ml) was added to the residue; water (50 ml) was used for separation and extraction; the organic phase was washed with saturated salt water (50 ml) and dried with anhydrous magnesium sulfate; the solvent was evaporated under reduced pressure; and the residue was separated by column chromatography to obtain 0.4 g of pale yellow solid, with a purity of 95% and a yield of 56%.

Embodiment 4 Synthesis of Compound 1-41

[0103] (1) Synthesis of N-(1-methyl-tetrazole-5yl) Cinnamamide

##STR00023##

[0104] Cinnamic acid (5.0 g, 33.7 mmol), 1-methyl-5-aminotetrazole (3.7 g, 37.1 mmol), 3-methylpyridine (50 ml) and N-methylimidazole (5.5 g, 67.5 mmol) were added to the reaction flask, stirred at room temperature for half an hour, and cooled to be below 10° C. in an ice-water bath; dichlorosuifoxide (6.4 g, 54.0 mmol) was slowly dripped; the mixture was stirred at room temperature for 2. hours, heated to 50° C. to preserve heat and react for 2 hours, and cooled to be below 10° C. in the ice-water bath; cold water was slowly dripped; solid precipitated out and was filtered; a filter cake was washed twice with 50 ml of water and dried to obtain 3.3 g of yellow solid, with a yield of 42%.

[0105] (2) Synthesis of 2-chloro-3-{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonyl Benzoyl Chloride

##STR00024##

[0106] 2-chloro-3-{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonyl benzoic, acid (1.3 g, 3.8 mmol), dichloromethane (20 ml) and DMF (1 drop) were added into the reaction flask; oxalyl chloride (2.4 g, 19.0 mmol) was slowly added; the mixture was stirred at room temperature for 2 hours; the solvent was evaporated under reduced pressure; toluene (10 ml) was added to the residue and stirred for 3 minutes; and then the solvent was evaporated under reduced pressure to obtain 1.3 g of yellow solid which was used directly in the next step.

[0107] (3) Synthesis of Compound 1-41

##STR00025##

[0108] N-(1-methyl-tetrazole-5yl) cinnamamide (0.4 g, 1.9 mmol), dichloromethane (20 ml) and triethylamine (0.4 g, 3.8 mmol) were added to the reaction flask, and the dichloromethane solution of the prepared 2-chloro-3{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfon benzoyl chloride was dropwise added (1.3 g of 2-chloro-3-{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonyl benzoyl chloride was dissolved in 15 ml of dichloromethane). The mixture was stirred at room temperature for 40 minutes; the solvent was evaporated under reduced pressure; ethyl acetate (50 ml) was added to the residue; water (50 ml) was used for separation and extraction; the organic phase was washed with saturated salt water (50 ml) and dried with anhydrous magnesium sulfate; the solvent was evaporated under reduced pressure; and the residue was separated by column chromatography to obtain 0.3 g of yellow solid, with a purity of 88% and a yield of 25%.

[0109] The initial substances are replaced according to the above recorded method to obtain other compounds shown by the formula IF. Part of the compounds of the formula I can be found in Table 1, Table 2, Table 3 and Table 4, wherein in Table 1 and Table 2, W is selected from CX.sub.2 and the stereo configuration in Table 1 is trans; in Table 3 and Table 4, W is selected from N and the stereo configuration in Table 3 is trans.

[0110] In the compound of the formula I, W is CX.sub.2 and the stereo configuration is trans.

##STR00026##

TABLE-US-00001 TABLE 1 Structures and Physical Properties of Part of Compounds of Formula I Appearance Com- (Melting pound X.sub.1 X.sub.2 X.sub.3 Q R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 Point ° C.) 1-1 SO.sub.2CH.sub.3 H CF.sub.3 [00027] H H H H H pale yellow solid (145-146) 1-2 SO.sub.2CH.sub.3 H CF.sub.3 [00028] Cl H Cl H H 1-3 SO.sub.2CH.sub.3 H CF.sub.3 [00029] H H OCH.sub.3 H H 1-4 SO.sub.2CH.sub.3 H CF.sub.3 [00030] H H NO.sub.2 H H 1-5 SO.sub.2CH.sub.3 H CF.sub.3 [00031] H H CF.sub.3 H H 1-6 SO.sub.2CH.sub.3 H CF.sub.3 [00032] H OCF.sub.3 H H H 1-7 SO.sub.2CH.sub.3 H CF.sub.3 [00033] H H [00034] H H 1-8 SO.sub.2CH.sub.3 H CF.sub.3 [00035] H [00036] H H yellow solid (121-123) 1-9 SO.sub.2CH.sub.3 H CF.sub.3 [00037] H [00038] H H 1-10 SO.sub.2CH.sub.3 H CF.sub.3 [00039] H [00040] H H 1-11 SO.sub.2CH.sub.3 H CF.sub.3 [00041] [00042] H H H 1-12 NO.sub.2 H SO.sub.2CH.sub.3 [00043] H H H H H pale yellow solid (189-191) 1-13 NO.sub.2 H SO.sub.2CH.sub.3 [00044] H [00045] H H yellow solid (185-187) 1-14 NO.sub.2 H Cl [00046] H H H H H while solid (157-159) 1-15 Cl H Cl [00047] H H H H H yellow solid (148-150) 1-16 Cl H Cl [00048] H [00049] H H yellow solid (160-162) 1-17 Cl H SO.sub.2CH.sub.3 [00050] H H H H H white solid (190-192) 1-18 Cl H SO.sub.2CH.sub.3 [00051] H [00052] H H pale yellow solid (195-197) 1-19 Cl CH.sub.3 SO.sub.2CH.sub.3 [00053] H H H H H white solid (185-186) 1-20 Cl CH.sub.3 SO.sub.2CH.sub.3 [00054] H [00055] H H pale yellow solid (192-194) 1-21 Cl CH.sub.3 SO.sub.2CH.sub.3 [00056] H H OCH3 H H pale yellow solid (200-202) 1-22 Cl CH.sub.3 SO.sub.2CH.sub.3 [00057] H H [00058] H H pale yellow solid (175-177) 1-23 Cl CH.sub.2Br SO.sub.2CH.sub.3 [00059] H H H H H 1-24 Cl [00060] SO.sub.2CH.sub.3 [00061] H H H H H pale yellow solid (180-182) 1-25 Cl [00062] SO.sub.2CH.sub.3 [00063] Cl H Cl H H 1-26 Cl [00064] SO.sub.2CH.sub.3 [00065] H H OCH.sub.3 H H yellow solid (160-162) 1-27 Cl [00066] SO.sub.2CH.sub.3 [00067] H H NO.sub.2 H H 1-28 Cl [00068] SO.sub.2CH.sub.3 [00069] H H CF.sub.3 H H white solid (164-165) 1-29 Cl [00070] SO.sub.2CH.sub.3 [00071] H OCF.sub.3 H H H 1-30 Cl [00072] SO.sub.2CH.sub.3 [00073] H H [00074] H H pale yellow solid (120-123) 1-31 Cl [00075] SO.sub.2CH.sub.3 [00076] H [00077] H H pale yellow solid (115-117) 1-32 Cl [00078] SO.sub.2CH.sub.3 [00079] H [00080] H H 1-33 Cl [00081] SO.sub.2CH.sub.3 [00082] H [00083] H H yellow solid (120-122) 1-34 Cl [00084] SO.sub.2CH.sub.3 [00085] [00086] H H H 1-35 Cl [00087] SO.sub.2CH.sub.3 [00088] H H H H H 1-36 Cl [00089] SO.sub.2CH.sub.3 [00090] H H H H H 1-37 Cl [00091] SO.sub.2CH.sub.3 [00092] H H H H H 1-38 Cl [00093] SO.sub.2CH.sub.3 [00094] H H H H H 1-39 Cl [00095] SO.sub.2CH.sub.3 [00096] H H H H H 1-40 Cl [00097] SO.sub.2CH.sub.3 [00098] H H H H H 1-41 Cl [00099] SO.sub.2CH.sub.3 [00100] H H H H H yellow solid (98-100) 1-42 Cl [00101] SO.sub.2CH.sub.3 [00102] Cl H Cl H H 1-43 Cl [00103] SO.sub.2CH.sub.3 [00104] H H OCH.sub.3 H H 1-44 Cl [00105] SO.sub.2CH.sub.3 [00106] H H NO.sub.2 H H 1-45 Cl [00107] SO.sub.2CH.sub.3 [00108] H H CF.sub.3 H H 1-46 Cl [00109] SO.sub.2CH.sub.3 [00110] H OCF.sub.3 H H H 1-47 Cl [00111] SO.sub.2CH.sub.3 [00112] H H [00113] H H 1-48 Cl [00114] SO.sub.2CH.sub.3 [00115] H [00116] H H 1-49 Cl [00117] SO.sub.2CH.sub.3 [00118] H [00119] H H 1-50 Cl [00120] SO.sub.2CH.sub.3 [00121] H [00122] H H 1-51 Cl [00123] SO.sub.2CH.sub.3 [00124] [00125] H H H 1-52 Cl [00126] SO.sub.2CH.sub.3 [00127] H H H H H 1-53 Cl [00128] SO.sub.2CH.sub.3 [00129] H H H H H pale yellow solid (85-87) 1-54 Cl [00130] SO.sub.2CH.sub.3 [00131] H H H H H 1-55 Cl [00132] SO.sub.2CH.sub.3 [00133] H H H H H 1-56 Cl [00134] SO.sub.2CH.sub.3 [00135] H H H H H white oil 1-57 Cl [00136] SO.sub.2CH.sub.3 [00137] H H H H H white solid (200-201) 1-58 Cl [00138] SO.sub.2CH.sub.3 [00139] H H H H H 1-59 Cl [00140] SO.sub.2CH.sub.3 [00141] H H H H H 1-60 Cl [00142] SO.sub.2CH.sub.3 [00143] H H H H H 1-61 Cl SO.sub.2CH.sub.3 SO.sub.2CH.sub.3 [00144] H H H H H 1-62 Cl [00145] SO.sub.2CH.sub.3 [00146] H H H H H 1-63 Cl [00147] SO.sub.2CH.sub.3 [00148] H H H H H 1-64 Cl [00149] SO.sub.2CH.sub.3 [00150] H H H H H 1-65 Cl [00151] SO.sub.2CH.sub.3 [00152] H H H H H 1-66 Cl [00153] SO.sub.2CH.sub.3 [00154] H H H H H 1-67 Cl [00155] SO.sub.2CH.sub.3 [00156] H H H H H 1-68 Cl [00157] SO.sub.2CH.sub.3 [00158] H H H H H 1-69 Cl [00159] SO.sub.2CH.sub.3 [00160] H H H H H 1-70 Cl [00161] SO.sub.2CH.sub.3 [00162] H H H H H 1-71 Cl [00163] SO.sub.2CH.sub.3 [00164] H H H H H 1-72 Cl [00165] SO.sub.2CH.sub.3 [00166] H H H H H 1-73 Cl [00167] SO.sub.2CH.sub.3 [00168] H H H H H 1-74 Cl [00169] SO.sub.2CH.sub.3 [00170] H H H H H 1-75 Cl [00171] SO.sub.2CH.sub.3 [00172] H H H H H 1-76 Cl [00173] SO.sub.2CH.sub.3 [00174] H H H H H 1-77 Cl [00175] SO.sub.2CH.sub.3 [00176] H H H H H 1-78 Cl [00177] SO.sub.2CH.sub.3 [00178] H H H H H 1-79 Cl [00179] SO.sub.2CH.sub.3 [00180] H H H H H 1-80 Cl [00181] SO.sub.2CH.sub.3 [00182] H H H H H 1-81 Cl [00183] SO.sub.2CH.sub.3 [00184] H H H H H 1-82 Cl CN SO.sub.2CH.sub.3 [00185] H H H H H 1-83 Cl NO.sub.2 SO.sub.2CH.sub.3 [00186] H H H H H 1-84 Cl [00187] SO.sub.2CH.sub.3 [00188] H H H H H 1-85 Cl [00189] SO.sub.2CH.sub.3 [00190] H H H H H 1-86 Cl [00191] SO.sub.2CH.sub.3 [00192] H H H H H 1-87 Cl [00193] SO.sub.2CH.sub.3 [00194] H H H H H 1-88 Cl [00195] SO.sub.2CH.sub.3 [00196] H H H H H 1-89 Cl [00197] SO.sub.2CH.sub.3 [00198] H H H H H 1-90 Cl Cl SO.sub.2CH.sub.3 [00199] H H H H H yellow solid (198-200) 1-91 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00200] H H H H H while solid (202-204) 1-92 CH.sub.3 CH.sub.2Br SO.sub.2CH.sub.3 [00201] H H H H H 1-93 CH.sub.3 F SO.sub.2CH.sub.3 [00202] H H H H H 1-94 CH.sub.3 Br SO.sub.2CH.sub.3 [00203] H H H H H 1-95 CH.sub.3 [00204] SO.sub.2CH.sub.3 [00205] H H H H H white solid (206-208) 1-96 CH.sub.3 [00206] SO.sub.2CH.sub.3 [00207] H H H H H off-white solid (205-207) 1-97 CH.sub.3 [00208] SO.sub.2CH.sub.3 [00209] H H H H H white solid (171-173) 1-98 CH.sub.3 [00210] SO.sub.2CH.sub.3 [00211] H H H H H white solid (202-204) 1-99 CH.sub.3 [00212] SO.sub.2CH.sub.3 [00213] H H H H H 1-100 CH.sub.3 [00214] SO.sub.2CH.sub.3 [00215] H H H H H white solid (185-187) 1-101 CH.sub.3 [00216] SO.sub.2CH.sub.3 [00217] H H H H H 1-102 CH.sub.3 [00218] SO.sub.2CH.sub.3 [00219] H H H H H yellow solid (216-218) 1-103 CH.sub.3 [00220] SO.sub.2CH.sub.3 [00221] H H H H H 1-104 CN [00222] SO.sub.2CH.sub.3 [00223] H H H H H 1-105 CF.sub.3 [00224] SO.sub.2CH.sub.3 [00225] H H H H H 1-106 [00226] [00227] SO.sub.2CH.sub.3 [00228] H H H H H 1-107 [00229] [00230] SO.sub.2CH.sub.3 [00231] H H H H H 1-108 [00232] [00233] SO.sub.2CH.sub.3 [00234] H H H H H 1-109 [00235] [00236] SO.sub.2CH.sub.3 [00237] H H H H H 1-110 [00238] [00239] SO.sub.2CH.sub.3 [00240] H H H H H 1-111 [00241] [00242] SO.sub.2CH.sub.3 [00243] H H H H H 1-112 [00244] [00245] SO.sub.2CH.sub.3 [00246] H H H H H 1-113 SO.sub.2CH═CH.sub.2 [00247] SO.sub.2CH.sub.3 [00248] H H H H H 1-114 [00249] [00250] SO.sub.2CH.sub.3 [00251] H H H H H 1-115 [00252] [00253] SO.sub.2CH.sub.3 [00254] H H H H H 1-116 [00255] [00256] SO.sub.2CH.sub.3 [00257] H H H H H 1-117 [00258] [00259] SO.sub.2CH.sub.3 [00260] H H H H H 1-118 [00261] [00262] SO.sub.2CH.sub.3 [00263] H H H H H 1-119 [00264] [00265] SO.sub.2CH.sub.3 [00266] H H H H H 1-120 [00267] [00268] SO.sub.2CH.sub.3 [00269] H H H H H 1-121 SO.sub.2CH.sub.3 H CF.sub.3 [00270] H H H H H 1-122 NO.sub.2 H SO.sub.2CH.sub.3 [00271] H H H H H 1-123 Cl H Cl [00272] H H H H H 1-124 Cl H SO.sub.2CH.sub.3 [00273] H H H H H 1-125 Cl CH SO.sub.2CH.sub.3 [00274] H H H H H 1-126 Cl [00275] SO.sub.2CH.sub.3 [00276] H H H H H 1-127 Cl [00277] SO.sub.2CH.sub.3 [00278] H H H H H 1-128 Cl [00279] SO.sub.2CH.sub.3 [00280] H H H H H 1-129 Cl [00281] SO.sub.2CH.sub.3 [00282] H H H H H 1-130 Cl [00283] SO.sub.2CH.sub.3 [00284] H H H H H 1-131 Cl [00285] SO.sub.2CH.sub.3 [00286] H H H H H 1-132 Cl [00287] SO.sub.2CH.sub.3 [00288] H H H H H 1-133 Cl [00289] SO.sub.2CH.sub.3 [00290] H H H H H 1-134 Cl [00291] SO.sub.2CH.sub.3 [00292] H H H H H 1-135 Cl [00293] SO.sub.2CH.sub.3 [00294] H H H H H 1-136 Cl [00295] SO.sub.2CH.sub.3 [00296] H H H H H 1-137 Cl [00297] SO.sub.2CH.sub.3 [00298] H H H H H 1-138 Cl [00299] SO.sub.2CH.sub.3 [00300] H H H H H 1-139 Cl [00301] SO.sub.2CH.sub.3 [00302] H H H H H 1-140 Cl [00303] SO.sub.2CH.sub.3 [00304] H H H H H 1-141 Cl [00305] SO.sub.2CH.sub.3 [00306] H H H H H 1-142 Cl [00307] SO.sub.2CH.sub.3 [00308] H H H H H 1-143 Cl Cl SO.sub.2CH.sub.3 [00309] H H H H H 1-144 CH.sub.3 F SO.sub.2CH.sub.3 [00310] H H H H H 1-145 CH.sub.3 Br SO.sub.2CH.sub.3 [00311] H H H H H 1-146 CH.sub.3 [00312] SO.sub.2CH.sub.3 [00313] H H H H H 1-147 CH.sub.3 [00314] SO.sub.2CH.sub.3 [00315] H H H H H 1-148 CH.sub.3 [00316] SO.sub.2CH.sub.3 [00317] H H H H H 1-149 CH.sub.3 [00318] SO.sub.2CH.sub.3 [00319] H H H H H 1-150 CH.sub.3 [00320] SO.sub.2CH.sub.3 [00321] H H H H H 1-151 CH.sub.3 [00322] SO.sub.2CH.sub.3 [00323] H H H H H 1-152 CH.sub.3 [00324] SO.sub.2CH.sub.3 [00325] H H H H H 1-153 CH.sub.3 [00326] SO.sub.2CH.sub.3 [00327] H H H H H 1-154 SO.sub.2CH.sub.3 H CF.sub.3 [00328] H H H H H yellow solid (180-182) 1-155 NO.sub.2 H SO.sub.2CH.sub.3 [00329] H H H H H 1-156 Cl H Cl [00330] H H H H H 1-157 Cl H SO.sub.2CH.sub.3 [00331] H H H H H 1-158 Cl CH.sub.3 SO.sub.2CH.sub.3 [00332] H H H H H 1-159 Cl [00333] SO.sub.2CH.sub.3 [00334] H H H H H 1-160 Cl [00335] SO.sub.2CH.sub.3 [00336] H H H H H 1-161 Cl [00337] SO.sub.2CH.sub.3 [00338] H H H H H 1-162 Cl [00339] SO.sub.2CH.sub.3 [00340] H H H H H 1-163 Cl [00341] SO.sub.2CH.sub.3 [00342] H H H H H 1-164 Cl [00343] SO.sub.2CH.sub.3 [00344] H H H H H 1-165 Cl [00345] SO.sub.2CH.sub.3 [00346] H H H H H 1-166 Cl [00347] SO.sub.2CH.sub.3 [00348] H H H H H 1-167 Cl [00349] SO.sub.2CH.sub.3 [00350] H H H H H 1-168 Cl [00351] SO.sub.2CH.sub.3 [00352] H H H H H 1-169 Cl [00353] SO.sub.2CH.sub.3 [00354] H H H H H 1-170 Cl [00355] SO.sub.2CH.sub.3 [00356] H H H H H 1-171 Cl [00357] SO.sub.2CH.sub.3 [00358] H H H H H 1-172 Cl [00359] SO.sub.2CH.sub.3 [00360] H H H H H 1-173 Cl [00361] SO.sub.2CH.sub.3 [00362] H H H H H 1-174 Cl [00363] SO.sub.2CH.sub.3 [00364] H H H H H 1-175 Cl [00365] SO.sub.2CH.sub.3 [00366] H H H H H 1-176 Cl Cl SO.sub.2CH.sub.3 [00367] H H H H H 1-177 CH.sub.3 F SO.sub.2CH.sub.3 [00368] H H H H H 1-178 CH.sub.3 Br SO.sub.2CH.sub.3 [00369] H H H H H 1-179 CH.sub.3 [00370] SO.sub.2CH.sub.3 [00371] H H H H H 1-180 CH.sub.3 [00372] SO.sub.2CH.sub.3 [00373] H H H H H 1-181 CH.sub.3 [00374] SO.sub.2CH.sub.3 [00375] H H H H H 1-182 CH.sub.3 [00376] SO.sub.2CH.sub.3 [00377] H H H H H 1-183 CH.sub.3 [00378] SO.sub.2CH.sub.3 [00379] H H H H H 1-184 CH.sub.3 [00380] SO.sub.2CH.sub.3 [00381] H H H H H 1-185 CH.sub.3 [00382] SO.sub.2CH.sub.3 [00383] H H H H H 1-186 CH.sub.3 [00384] SO.sub.2CH.sub.3 [00385] H H H H H 1-187 SO.sub.2CH.sub.3 H CF.sub.3 [00386] H H H H H off-white solid (100-102) 1-188 NO.sub.2 H SO.sub.2CH.sub.3 [00387] H H H H H 1-189 Cl H Cl [00388] H H H H H 1-190 Cl H SO.sub.2CH.sub.3 [00389] H H H H H 1-191 Cl CH.sub.3 SO.sub.2CH.sub.3 [00390] H H H H H 1-192 Cl [00391] SO.sub.2CH.sub.3 [00392] H H H H H 1-193 Cl [00393] SO.sub.2CH.sub.3 [00394] H H H H H 1-194 Cl [00395] SO.sub.2CH.sub.3 [00396] H H H H H 1-195 Cl [00397] SO.sub.2CH.sub.3 [00398] H H H H H 1-196 Cl [00399] SO.sub.2CH.sub.3 [00400] H H H H H 1-197 Cl [00401] SO.sub.2CH.sub.3 [00402] H H H H H 1-198 Cl [00403] SO.sub.2CH.sub.3 [00404] H H H H H 1-199 Cl [00405] SO.sub.2CH.sub.3 [00406] H H H H H 1-200 Cl [00407] SO.sub.2CH.sub.3 [00408] H H H H H 1-201 Cl [00409] SO.sub.2CH.sub.3 [00410] H H H H H 1-202 Cl [00411] SO.sub.2CH.sub.3 [00412] H H H H H 1-203 Cl [00413] SO.sub.2CH.sub.3 [00414] H H H H H 1-204 Cl [00415] SO.sub.2CH.sub.3 [00416] H H H H H 1-205 Cl [00417] SO.sub.2CH.sub.3 [00418] H H H H H 1-206 Cl [00419] SO.sub.2CH.sub.3 [00420] H H H H H 1-207 Cl [00421] SO.sub.2CH.sub.3 [00422] H H H H H 1-208 Cl [00423] SO.sub.2CH.sub.3 [00424] H H H H H 1-209 Cl Cl SO.sub.2CH.sub.3 [00425] H H H H H 1-210 CH.sub.3 F SO.sub.2CH.sub.3 [00426] H H H H H 1-211 CH.sub.3 Br SO.sub.2CH.sub.3 [00427] H H H H H 1-212 CH.sub.3 [00428] SO.sub.2CH.sub.3 [00429] H H H H H 1-213 CH.sub.3 [00430] SO.sub.2CH.sub.3 [00431] H H H H H 1-214 CH.sub.3 [00432] SO.sub.2CH.sub.3 [00433] H H H H H 1-215 CH.sub.3 [00434] SO.sub.2CH.sub.3 [00435] H H H H H 1-216 CH.sub.3 [00436] SO.sub.2CH.sub.3 [00437] H H H H H 1-217 CH.sub.3 [00438] SO.sub.2CH.sub.3 [00439] H H H H H 1-218 CH.sub.3 [00440] SO.sub.2CH.sub.3 [00441] H H H H H 1-219 CH.sub.3 [00442] SO.sub.2CH.sub.3 [00443] H H H H H 1-220 SO.sub.2CH.sub.3 H CF.sub.3 [00444] H H H H H 1-221 NO.sub.2 H SO.sub.2CH.sub.3 [00445] H H H H H 1-222 Cl H Cl [00446] H H H H H 1-223 Cl H SO.sub.2CH.sub.3 [00447] H H H H H 1-224 Cl CH.sub.3 SO.sub.2CH.sub.3 [00448] H H H H H 1-225 Cl [00449] SO.sub.2CH.sub.3 [00450] H H H H H 1-226 Cl [00451] SO.sub.2CH.sub.3 [00452] H H H H H 1-227 Cl [00453] SO.sub.2CH.sub.3 [00454] H H H H H 1-228 Cl [00455] SO.sub.2CH.sub.3 [00456] H H H H H 1-229 Cl [00457] SO.sub.2CH.sub.3 [00458] H H H H H 1-230 Cl [00459] SO.sub.2CH.sub.3 [00460] H H H H H 1-231 Cl [00461] SO.sub.2CH.sub.3 [00462] H H H H H 1-232 Cl [00463] SO.sub.2CH.sub.3 [00464] H H H H H 1-233 Cl [00465] SO.sub.2CH.sub.3 [00466] H H H H H 1-234 Cl [00467] SO.sub.2CH.sub.3 [00468] H H H H H 1-235 Cl [00469] SO.sub.2CH.sub.3 [00470] H H H H H 1-236 Cl [00471] SO.sub.2CH.sub.3 [00472] H H H H H 1-237 Cl [00473] SO.sub.2CH.sub.3 [00474] H H H H H 1-238 Cl [00475] SO.sub.2CH.sub.3 [00476] H H H H H 1-239 Cl [00477] SO.sub.2CH.sub.3 [00478] H H H H H 1-240 Cl [00479] SO.sub.2CH.sub.3 [00480] H H H H H 1-241 Cl [00481] SO.sub.2CH.sub.3 [00482] H H H H H 1-242 Cl Cl SO.sub.2CH.sub.3 [00483] H H H H H 1-243 CH.sub.3 F SO.sub.2CH.sub.3 [00484] H H H H H 1-244 CH.sub.3 Br SSO.sub.2CH.sub.3 [00485] H H H H H 1-245 CH.sub.3 [00486] SO.sub.2CH.sub.3 [00487] H H H H H 1-246 CH.sub.3 [00488] SO.sub.2CH.sub.3 [00489] H H H H H 1-247 CH.sub.3 [00490] SO.sub.2CH.sub.3 [00491] H H H H H 1-248 CH.sub.3 [00492] SO.sub.2CH.sub.3 [00493] H H H H H 1-249 CH.sub.3 [00494] SO.sub.2CH.sub.3 [00495] H H H H H 1-250 CH.sub.3 [00496] SO.sub.2CH.sub.3 [00497] H H H H H 1-251 CH.sub.3 [00498] SO.sub.2CH.sub.3 [00499] H H H H H 1-252 CH.sub.3 [00500] SO.sub.2CH.sub.3 [00501] H H H H H 1-253 SO.sub.2CH.sub.3 H CF.sub.3 [00502] H H H H H 1-254 NO.sub.2 H SO.sub.2CH.sub.3 [00503] H H H H H 1-255 Cl H Cl [00504] H H H H H 1-256 Cl H SO.sub.2CH.sub.3 [00505] H H H H H 1-257 Cl CH.sub.3 SO.sub.2CH.sub.3 [00506] H H H H H 1-258 Cl [00507] SO.sub.2CH.sub.3 [00508] H H H H H 1-259 Cl [00509] SO.sub.2CH.sub.3 [00510] H H H H H 1-260 Cl [00511] SO.sub.2CH.sub.3 [00512] H H H H H 1-261 Cl [00513] SO.sub.2CH.sub.3 [00514] H H H H H 1-262 Cl [00515] SO.sub.2CH.sub.3 [00516] H H H H H 1-263 Cl [00517] SO.sub.2CH.sub.3 [00518] H H H H H 1-264 Cl [00519] SO.sub.2CH.sub.3 [00520] H H H H H 1-265 Cl [00521] SO.sub.2CH.sub.3 [00522] H H H H H 1-266 Cl [00523] SO.sub.2CH.sub.3 [00524] H H H H H 1-267 Cl [00525] SO.sub.2CH.sub.3 [00526] H H H H H 1-268 Cl [00527] SO.sub.2CH.sub.3 [00528] H H H H H 1-269 Cl [00529] SO.sub.2CH.sub.3 [00530] H H H H H 1-270 Cl [00531] SO.sub.2CH.sub.3 [00532] H H H H H 1-271 Cl [00533] SO.sub.2CH.sub.3 [00534] H H H H H 1-272 Cl [00535] SO.sub.2CH.sub.3 [00536] H H H H H 1-273 Cl [00537] SO.sub.2CH.sub.3 [00538] H H H H H 1-274 Cl [00539] SO.sub.2CH.sub.3 [00540] H H H H H 1-275 Cl Cl SO.sub.2CH.sub.3 [00541] H H H H H 1-276 CH.sub.3 F SO.sub.2CH.sub.3 [00542] H H H H H 1-277 CH.sub.3 Br SO.sub.2CH.sub.3 [00543] H H H H H 1-278 CH.sub.3 [00544] SO.sub.2CH.sub.3 [00545] H H 1-279 CH.sub.3 [00546] SO.sub.2CH.sub.3 [00547] H H H H H 1-280 CH.sub.3 [00548] SO.sub.2CH.sub.3 [00549] H H H H H 1-281 CH.sub.3 [00550] SO.sub.2CH.sub.3 [00551] H H H H H 1-282 CH.sub.3 [00552] SO.sub.2CH.sub.3 [00553] H H H H H 1-283 CH.sub.3 [00554] SO.sub.2CH.sub.3 [00555] H H H H H 1-284 CH.sub.3 [00556] SO.sub.2CH.sub.3 [00557] H H H H H 1-285 CH.sub.3 [00558] SO.sub.2CH.sub.3 [00559] H H H H H 1-286 Cl [00560] SO.sub.2CH.sub.3 [00561] H H H H H 1-287 Cl [00562] SO.sub.2CH.sub.3 [00563] H H H H H 1-288 Cl [00564] SO.sub.2CH.sub.3 [00565] H H H H H 1-289 Cl SO.sub.2CH.sub.3 CF.sub.3 [00566] H H H H H 1-290 Cl [00567] SO.sub.2CH.sub.3 [00568] H H H H H 1-291 CH.sub.3 [00569] SO.sub.2CH.sub.3 [00570] H H H H H 1-292 CH.sub.3 [00571] SO.sub.2CH.sub.3 [00572] H H H H H 1-293 CH.sub.3 [00573] SO.sub.2CH.sub.3 [00574] H H H H H 1-294 CH.sub.3 SO.sub.2CH.sub.3 CF.sub.3 [00575] H H H H H 1-295 CH.sub.3 [00576] SO.sub.2CH.sub.3 [00577] H H H H H 1-296 CH.sub.3 [00578] SO.sub.2CH.sub.3 [00579] H H H H H orange solid (172-174) 1-297 CH.sub.3 [00580] SO.sub.2CH.sub.3 [00581] H H H H H yellow solid (190-192) 1-298 Cl [00582] SO.sub.2CH.sub.3 [00583] H H CH.sub.3 H H off-white solid (191-193) 1-299 Cl [00584] SO.sub.2CH.sub.3 [00585] H H F H H off-white solid (188-190) 1-300 Cl [00586] SO.sub.2CH.sub.3 [00587] CH.sub.3 H H H H off-white solid (150-152) 1-301 Cl [00588] SO.sub.2CH.sub.3 [00589] OCH.sub.3 H H H H yellow solid (80-82) 1-302 CH.sub.3 [00590] SO.sub.2CH.sub.3 [00591] H H H H H pale yellow solid (115-117) 1-303 Cl [00592] SO.sub.2CH.sub.3 [00593] F H H H H of-white solid (157-161) 1-304 Cl [00594] SO.sub.2CH.sub.3 [00595] CF.sub.3 H H H H off-white solid (178-182) 1-305 Cl [00596] SO.sub.2CH.sub.3 [00597] Cl H H H H off-white solid (165-169) 1-306 Cl [00598] SO.sub.2CH.sub.3 [00599] Br H H H H off-white solid (144-148) 1-307 Cl [00600] SO.sub.2CH.sub.3 [00601] H CH.sub.3 H H H off-white solid (96-100) 1-308 Cl [00602] SO.sub.2CH.sub.3 [00603] H Br H H H off-white solid (164-168) 1-309 Cl [00604] SO.sub.2CH.sub.3 [00605] H Cl H H H off-white solid (186-190) 1-310 Cl [00606] SO.sub.2CH.sub.3 [00607] H CF.sub.3 H H H off-white 1-311 Cl [00608] SO.sub.2CH.sub.3 [00609] H F H H H off-white solid (207-212.) 1-312 CH.sub.3 [00610] SO.sub.2CH.sub.3 [00611] H H H H H white solid (169-170) 1-313 CH.sub.3 [00612] SO.sub.2CH.sub.3 [00613] H H H H H white solid (176-177) 1-314 Cl [00614] SO.sub.2CH.sub.3 [00615] H H H H H yellow oil 1-315 Cl [00616] SO.sub.2CH.sub.3 [00617] H H H H H white solid (210-212) 1-316 Cl [00618] SO.sub.2CH.sub.3 [00619] H H H H H yellow oil 1-317 Cl [00620] SO.sub.2CH.sub.3 [00621] H H H H H yellow oil 1-318 Cl [00622] SO.sub.2CH.sub.3 [00623] H H H H H pale yellow oil 1-319 Cl [00624] SO.sub.2CH.sub.3 [00625] H H H H H pale yellow oil

[0111] In the compound of the formula I, W is CX.sub.2.

##STR00626##

TABLE-US-00002 TABLE 2 Structures and Physical Properties of Part of Compounds of Formula I Appearance (Melting Compound X.sub.1 X.sub.2 X.sub.3 Q Z Point ° C.) 2-1 CH.sub.3 [00627] SO.sub.2CH.sub.3 [00628] [00629] 2-2 CH.sub.3 [00630] SO.sub.2CH.sub.3 [00631] [00632] 2-3 CH.sub.3 [00633] SO.sub.2CH.sub.3 [00634] [00635] 2-4 CH.sub.3 [00636] SO.sub.2CH.sub.3 [00637] [00638] 2-5 CH.sub.3 [00639] SO.sub.2CH.sub.3 [00640] [00641] 2-6 CH.sub.3 [00642] SO.sub.2CH.sub.3 [00643] [00644] 2-7 CH.sub.3 [00645] SO.sub.2CH.sub.3 [00646] [00647] orange solid (147-148) 2-8 CH.sub.3 [00648] SO.sub.2CH.sub.3 [00649] [00650] 2-9 CH.sub.3 [00651] SO.sub.2CH.sub.3 [00652] [00653] white solid (177-178) 2-10 CH.sub.3 [00654] SO.sub.2CH.sub.3 [00655] [00656] 2-11 CH.sub.3 [00657] SO.sub.2CH.sub.3 [00658] [00659] 2-12 CH.sub.3 [00660] SO.sub.2CH.sub.3 [00661] [00662] 2-13 CH.sub.3 [00663] SO.sub.2CH.sub.3 [00664] [00665] white solid (142-143) 2-14 CH.sub.3 [00666] SO.sub.2CH.sub.3 [00667] [00668] 2-15 CH.sub.3 [00669] SO.sub.2CH.sub.3 [00670] [00671] pale yellow solid (130-131) 2-16 CH.sub.3 [00672] SO.sub.2CH.sub.3 [00673] [00674] 2-17 CH.sub.3 [00675] SO.sub.2CH.sub.3 [00676] [00677] 2-18 CH.sub.3 [00678] SO.sub.2CH.sub.3 [00679] [00680] 2-19 CH.sub.3 [00681] SO.sub.2CH.sub.3 [00682] [00683] yellow solid (60-62) 2-20 CH.sub.3 [00684] SO.sub.2CH.sub.3 [00685] [00686] 2-21 CH.sub.3 [00687] SO.sub.2CH.sub.3 [00688] [00689] yellow oil 2-22 CH.sub.3 [00690] SO.sub.2CH.sub.3 [00691] [00692] 2-23 CH.sub.3 [00693] SO.sub.2CH.sub.3 [00694] [00695] 2-24 CH.sub.3 [00696] SO.sub.2CH.sub.3 [00697] [00698] 2-25 CH.sub.3 [00699] SO.sub.2CH.sub.3 [00700] [00701] 2-26 CH.sub.3 [00702] SO.sub.2CH.sub.3 [00703] [00704] 2-27 CH.sub.3 [00705] SO.sub.2CH.sub.3 [00706] [00707] 2-28 CH.sub.3 [00708] SO.sub.2CH.sub.3 [00709] [00710] 2-29 CH.sub.3 [00711] SO.sub.2CH.sub.3 [00712] [00713] 2-30 CH.sub.3 [00714] SO.sub.2CH.sub.3 [00715] [00716] 2-31 CH.sub.3 [00717] SO.sub.2CH.sub.3 [00718] [00719] 2-32 CH.sub.3 [00720] SO.sub.2CH.sub.3 [00721] [00722] 2-33 CH.sub.3 [00723] SO.sub.2CH.sub.3 [00724] [00725] 2-34 CH.sub.3 [00726] SO.sub.2CH.sub.3 [00727] [00728] 2-35 CH.sub.3 [00729] SO.sub.2CH.sub.3 [00730] [00731] 2-36 CH.sub.3 [00732] SO.sub.2CH.sub.3 [00733] [00734] 2-37 CH.sub.3 [00735] SO.sub.2CH.sub.3 [00736] [00737] yellow oil 2-38 CH.sub.3 [00738] SO.sub.2CH.sub.3 [00739] [00740] 2-39 CH.sub.3 [00741] SO.sub.2CH.sub.3 [00742] [00743] 2-40 CH.sub.3 [00744] SO.sub.2CH.sub.3 [00745] [00746] 2-41 CH.sub.3 [00747] SO.sub.2CH.sub.3 [00748] [00749] 2-42 CH.sub.3 [00750] SO.sub.2CH.sub.3 [00751] [00752] 2-43 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00753] [00754] white solid (91-93) 2-44 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00755] [00756] 2-45 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00757] [00758] 2-46 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00759] [00760] 2-47 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00761] [00762] 2-48 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [00763] [00764] 2-49 CH.sub.3 [00765] SO.sub.2CH.sub.3 [00766] [00767] 2-50 CH.sub.3 [00768] SO.sub.2CH.sub.3 [00769] [00770] 2-51 CH.sub.3 [00771] SO.sub.2CH.sub.3 [00772] [00773] 2-52 CH.sub.3 [00774] SO.sub.2CH.sub.3 [00775] [00776] 2-53 CH.sub.3 [00777] SO.sub.2CH.sub.3 [00778] [00779] 2-54 CH.sub.3 [00780] SO.sub.2CH.sub.3 [00781] [00782] 2-55 Cl [00783] SO.sub.2CH.sub.3 [00784] [00785] pale yellow oil 2-56 Cl [00786] SO.sub.2CH.sub.3 [00787] [00788] 2-57 Cl [00789] SO.sub.2CH.sub.3 [00790] [00791] 2-58 Cl [00792] SO.sub.2CH.sub.3 [00793] [00794] 2-59 Cl [00795] SO.sub.2CH.sub.3 [00796] [00797] 2-60 Cl [00798] SO.sub.2CH.sub.3 [00799] [00800] 2-61 Cl [00801] SO.sub.2CH.sub.3 [00802] [00803] pale yellow oil 2-62 Cl [00804] SO.sub.2CH.sub.3 [00805] [00806] 2-63 Cl [00807] SO.sub.2CH.sub.3 [00808] [00809] 2-64 Cl [00810] SO.sub.2CH.sub.3 [00811] [00812] 2-65 Cl [00813] SO.sub.2CH.sub.3 [00814] [00815] 2-66 Cl [00816] SO.sub.2CH.sub.3 [00817] [00818] 2-67 Cl [00819] SO.sub.2CH.sub.3 [00820] [00821] 2-68 Cl [00822] SO.sub.2CH.sub.3 [00823] [00824] 2-69 Cl [00825] SO.sub.2CH.sub.3 [00826] [00827] 2-70 Cl [00828] SO.sub.2CH.sub.3 [00829] [00830] 2-71 Cl [00831] SO.sub.2CH.sub.3 [00832] [00833] 2-72 Cl [00834] SO.sub.2CH.sub.3 [00835] [00836] 2-73 Cl [00837] SO.sub.2CH.sub.3 [00838] [00839] 2-74 Cl [00840] SO.sub.2CH.sub.3 [00841] [00842] 2-75 Cl [00843] SO.sub.2CH.sub.3 [00844] [00845] 2-76 Cl [00846] SO.sub.2CH.sub.3 [00847] [00848] 2-77 Cl [00849] SO.sub.2CH.sub.3 [00850] [00851] 2-78 Cl [00852] SO.sub.2CH.sub.3 [00853] [00854] 2-79 Cl [00855] SO.sub.2CH.sub.3 [00856] [00857] 2-80 Cl [00858] SO.sub.2CH.sub.3 [00859] [00860] 2-81 Cl [00861] SO.sub.2CH.sub.3 [00862] [00863] 2-82 Cl [00864] SO.sub.2CH.sub.3 [00865] [00866] 2-83 Cl [00867] SO.sub.2CH.sub.3 [00868] [00869] 2-84 Cl [00870] SO.sub.2CH.sub.3 [00871] [00872] 2-85 Cl [00873] SO.sub.2CH.sub.3 [00874] [00875] 2-86 Cl [00876] SO.sub.2CH.sub.3 [00877] [00878] 2-87 Cl [00879] SO.sub.2CH.sub.3 [00880] [00881] 2-88 Cl [00882] SO.sub.2CH.sub.3 [00883] [00884] 2-89 Cl [00885] SO.sub.2CH.sub.3 [00886] [00887] 2-90 Cl [00888] SO.sub.2CH.sub.3 [00889] [00890] 2-91 Cl [00891] SO.sub.2CH.sub.3 [00892] [00893] 2-92 Cl [00894] SO.sub.2CH.sub.3 [00895] [00896] 2-93 Cl [00897] SO.sub.2CH.sub.3 [00898] [00899] 2-94 Cl [00900] SO.sub.2CH.sub.3 [00901] [00902] 2-95 Cl [00903] SO.sub.2CH.sub.3 [00904] [00905] 2-96 Cl [00906] SO.sub.2CH.sub.3 [00907] [00908] 2-97 Cl CH.sub.3 SO.sub.2CH.sub.3 [00909] [00910] pale yellow solid (90-92) 2-98 Cl CH.sub.3 SO.sub.2CH.sub.3 [00911] [00912] 2-99 Cl CH.sub.3 SO.sub.2CH.sub.3 [00913] [00914] 2-100 Cl CH.sub.3 SO.sub.2CH.sub.3 [00915] [00916] 2-101 Cl CH.sub.3 SO.sub.2CH.sub.3 [00917] [00918] 2-102 Cl CH.sub.3 SO.sub.2CH.sub.3 [00919] [00920] 2-103 Cl [00921] SO.sub.2CH.sub.3 [00922] [00923] pale yellow solid (155-157) 2-104 Cl [00924] SO.sub.2CH.sub.3 [00925] [00926] off-white solid (125-127) 2-105 Cl [00927] SO.sub.2CH.sub.3 [00928] [00929] pale yellow oil 2-106 Cl [00930] SO.sub.2CH.sub.3 [00931] [00932] brown solid (135-137) 2-107 Cl [00933] SO.sub.2CH.sub.3 [00934] [00935] 2-108 Cl [00936] SO.sub.2CH.sub.3 [00937] [00938] 2-109 Cl [00939] SO.sub.2CH.sub.3 [00940] [00941] 2-110 Cl [00942] SO.sub.2CH.sub.3 [00943] [00944] 2-111 Cl [00945] SO.sub.2CH.sub.3 [00946] [00947] 2-112 Cl [00948] SO.sub.2CH.sub.3 [00949] [00950] 2-113 Cl [00951] SO.sub.2CH.sub.3 [00952] [00953] 2-114 Cl [00954] SO.sub.2CH.sub.3 [00955] [00956] 2-115 SO.sub.2CH.sub.3 H Cl [00957] [00958] 2-116 SO.sub.2CH.sub.3 H Cl [00959] [00960] 2-117 SO.sub.2CH.sub.3 H Cl [00961] [00962] 2-118 SO.sub.2CH.sub.3 H Cl [00963] [00964] 2-119 SO.sub.2CH.sub.3 H Cl [00965] [00966] 2-120 SO.sub.2CH.sub.3 H Cl [00967] [00968] 2-121 Cl Cl SO.sub.2CH.sub.3 [00969] [00970] 2-122 Cl Cl SO.sub.2CH.sub.3 [00971] [00972] 2-123 Cl Cl SO.sub.2CH.sub.3 [00973] [00974] 2-124 Cl Cl SO.sub.2CH.sub.3 [00975] [00976] 2-125 Cl Cl SO.sub.2CH.sub.3 [00977] [00978] 2-126 Cl Cl SO.sub.2CH.sub.3 [00979] [00980] 2-127 Cl [00981] SO.sub.2CH.sub.3 [00982] [00983] 2-128 Cl [00984] SO.sub.2CH.sub.3 [00985] [00986] 2-129 Cl [00987] SO.sub.2CH.sub.3 [00988] [00989] 2-130 Cl [00990] SO.sub.2CH.sub.3 [00991] [00992] 2-131 Cl [00993] SO.sub.2CH.sub.3 [00994] [00995] 2-132 Cl [00996] SO.sub.2CH.sub.3 [00997] [00998] 2-133 CH.sub.3 [00999] SO.sub.2CH.sub.3 [01000] [01001] 2-134 CH.sub.3 [01002] SO.sub.2CH.sub.3 [01003] [01004] 2-135 CH.sub.3 [01005] SO.sub.2CH.sub.3 [01006] [01007] 2-136 CH [01008] SO.sub.2CH.sub.3 [01009] [01010] 2-137 CH.sub.3 [01011] SO.sub.2CH.sub.3 [01012] [01013] 2-138 CH.sub.3 [01014] SO.sub.2CH.sub.3 [01015] [01016] 2-139 CH.sub.3 [01017] SO.sub.2CH.sub.3 [01018] [01019] 2-140 CH.sub.3 [01020] SO.sub.2CH.sub.3 [01021] [01022] 2-141 CH.sub.3 [01023] SO.sub.2CH.sub.3 [01024] [01025] 2-142 CH [01026] SO.sub.2CH.sub.3 [01027] [01028] 2-143 CH [01029] SO.sub.2CH.sub.3 [01030] [01031] 2-144 CH.sub.3 [01032] SO.sub.2CH.sub.3 [01033] [01034] 2-145 CH.sub.3 [01035] SO.sub.2CH.sub.3 [01036] [01037] 2-146 CH.sub.3 [01038] SO.sub.2CH.sub.3 [01039] [01040] 2-147 CH.sub.3 [01041] SO.sub.2CH.sub.3 [01042] [01043] 2-148 CH.sub.3 [01044] SO.sub.2CH.sub.3 [01045] [01046] 2-149 CH.sub.3 [01047] SO.sub.2CH.sub.3 [01048] [01049] 2-150 CH.sub.3 [01050] SO.sub.2CH.sub.3 [01051] [01052] 2-151 CH.sub.3 [01053] SO.sub.2CH.sub.3 [01054] [01055] 2-152 CH.sub.3 [01056] SO.sub.2CH.sub.3 [01057] [01058] 2-153 CH.sub.3 [01059] SO.sub.2CH.sub.3 [01060] [01061] 2-154 CH.sub.3 [01062] SO.sub.2CH.sub.3 [01063] [01064] 2-155 CH.sub.3 [01065] SO.sub.2CH.sub.3 [01066] [01067] 2-156 CH.sub.3 [01068] SO.sub.2CH.sub.3 [01069] [01070] 2-157 CH.sub.3 [01071] SO.sub.2CH.sub.3 [01072] [01073] 2-158 CH.sub.3 [01074] SO.sub.2CH.sub.3 [01075] [01076] 2-159 CH.sub.3 [01077] SO.sub.2CH.sub.3 [01078] [01079] 2-160 CH [01080] SO.sub.2CH.sub.3 [01081] [01082] 2-161 CH [01083] SO.sub.2CH.sub.3 [01084] [01085] 2-162 CH.sub.3 [01086] SO.sub.2CH.sub.3 [01087] [01088] 2-163 CH.sub.3 [01089] SO.sub.2CH.sub.3 [01090] [01091] 2-164 CH.sub.3 [01092] SO.sub.2CH.sub.3 [01093] [01094] 2-165 CH.sub.3 [01095] SO.sub.2CH.sub.3 [01096] [01097] 2-166 CH.sub.3 [01098] SO.sub.2CH.sub.3 [01099] [01100] 2-167 CH.sub.3 [01101] SO.sub.2CH.sub.3 [01102] [01103] 2-168 CH.sub.3 [01104] SO.sub.2CH.sub.3 [01105] [01106] 2-169 CH.sub.3 [01107] SO.sub.2CH.sub.3 [01108] [01109] 2-170 CH.sub.3 [01110] SO.sub.2CH.sub.3 [01111] [01112] 2-171 CH.sub.3 [01113] SO.sub.2CH.sub.3 [01114] [01115] 2-172 CH.sub.3 [01116] SO.sub.2CH.sub.3 [01117] [01118] 2-173 CH.sub.3 [01119] SO.sub.2CH.sub.3 [01120] [01121] 2-174 CH.sub.3 [01122] SO.sub.2CH.sub.3 [01123] [01124] 2-175 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [01125] [01126] 2-176 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [01127] [01128] 2-177 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [01129] [01130] 2-178 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [01131] [01132] 2-179 CH.sub.3 CH.sub.3 SO.sub.2CH.sub.3 [01133] [01134] 2-180 CH CH.sub.3 SO.sub.2CH.sub.3 [01135] [01136] 2-181 CH [01137] SO.sub.2CH.sub.3 [01138] [01139] 2-182 CH.sub.3 [01140] SO.sub.2CH.sub.3 [01141] [01142] 2-183 CH.sub.3 [01143] SO.sub.2CH.sub.3 [01144] [01145] 2-184 CH.sub.3 [01146] SO.sub.2CH.sub.3 [01147] [01148] 2-185 CH.sub.3 [01149] SO.sub.2CH.sub.3 [01150] [01151] 2-186 CH.sub.3 [01152] SO.sub.2CH.sub.3 [01153] [01154] 2-187 Cl [01155] SO.sub.2CH.sub.3 [01156] [01157] 2-188 Cl [01158] SO.sub.2CH.sub.3 [01159] [01160] 2-189 Cl [01161] SO.sub.2CH.sub.3 [01162] [01163] 2-190 Cl [01164] SO.sub.2CH.sub.3 [01165] [01166] 2-191 Cl [01167] SO.sub.2CH.sub.3 [01168] [01169] 2-192 Cl [01170] SO.sub.2CH.sub.3 [01171] [01172] 2-193 Cl [01173] SO.sub.2CH.sub.3 [01174] [01175] 2-194 Cl [01176] SO.sub.2CH.sub.3 [01177] [01178] 2-195 Cl [01179] SO.sub.2CH.sub.3 [01180] [01181] 2-196 Cl [01182] SO.sub.2CH.sub.3 [01183] [01184] 2-197 Cl [01185] SO.sub.2CH.sub.3 [01186] [01187] 2-198 Cl [01188] SO.sub.2CH.sub.3 [01189] [01190] 2-199 Cl [01191] SO.sub.2CH.sub.3 [01192] [01193] 2-200 Cl [01194] SO.sub.2CH.sub.3 [01195] [01196] 2-201 Cl [01197] SO.sub.2CH.sub.3 [01198] [01199] 2-202 Cl [01200] SO.sub.2CH.sub.3 [01201] [01202] 2-203 Cl [01203] SO.sub.2CH.sub.3 [01204] [01205] 2-204 Cl [01206] SO.sub.2CH.sub.3 [01207] [01208] 2-205 Cl [01209] SO.sub.2CH.sub.3 [01210] [01211] 2-206 Cl [01212] SO.sub.2CH.sub.3 [01213] [01214] 2-207 Cl [01215] SO.sub.2CH.sub.3 [01216] [01217] 2-208 Cl [01218] SO.sub.2CH.sub.3 [01219] [01220] 2-209 Cl [01221] SO.sub.2CH.sub.3 [01222] [01223] 2-210 Cl [01224] SO.sub.2CH.sub.3 [01225] [01226] 2-211 Cl [01227] SO.sub.2CH.sub.3 [01228] [01229] 2-212 Cl [01230] SO.sub.2CH.sub.3 [01231] [01232] 2-213 Cl [01233] SO.sub.2CH.sub.3 [01234] [01235] 2-214 Cl [01236] SO.sub.2CH.sub.3 [01237] [01238] 2-215 Cl [01239] SO.sub.2CH.sub.3 [01240] [01241] 2-216 Cl [01242] SO.sub.2CH.sub.3 [01243] [01244] 2-217 Cl [01245] SO.sub.2CH.sub.3 [01246] [01247] 2-218 Cl [01248] SO.sub.2CH.sub.3 [01249] [01250] 2-219 Cl [01251] SO.sub.2CH.sub.3 [01252] [01253] 2-220 Cl [01254] SO.sub.2CH.sub.3 [01255] [01256] 2-221 Cl [01257] SO.sub.2CH.sub.3 [01258] [01259] 2-222 Cl [01260] SO.sub.2CH.sub.3 [01261] [01262] 2-223 Cl [01263] SO.sub.2CH.sub.3 [01264] [01265] 2-224 Cl [01266] SO.sub.2CH.sub.3 [01267] [01268] 2-225 Cl [01269] SO.sub.2CH.sub.3 [01270] [01271] 2-226 Cl [01272] SO.sub.2CH.sub.3 [01273] [01274] 2-227 Cl [01275] SO.sub.2CH.sub.3 [01276] [01277] 2-228 Cl [01278] SO.sub.2CH.sub.3 [01279] [01280] 2-229 Cl CH.sub.3 SO.sub.2CH.sub.3 [01281] [01282] 2-230 Cl CH.sub.3 SO.sub.2CH.sub.3 [01283] [01284] 2-231 Cl CH.sub.3 SO.sub.2CH.sub.3 [01285] [01286] 2-232 Cl CH.sub.3 SO.sub.2CH.sub.3 [01287] [01288] 2-233 Cl CH.sub.3 SO.sub.2CH.sub.3 [01289] [01290] 2-234 Cl CH.sub.3 SO.sub.2CH.sub.3 [01291] [01292] 2-235 Cl [01293] SO.sub.2CH.sub.3 [01294] [01295] yellow solid (82-84) 2-236 Cl [01296] SO.sub.2CH.sub.3 [01297] [01298] 2-237 Cl [01299] SO.sub.2CH.sub.3 [01300] [01301] yellow solid (128-130) 2-238 Cl [01302] SO.sub.2CH.sub.3 [01303] [01304] 2-239 Cl [01305] SO.sub.2CH.sub.3 [01306] [01307] 2-240 Cl [01308] SO.sub.2CH.sub.3 [01309] [01310] 2-241 Cl [01311] SO.sub.2CH.sub.3 [01312] [01313] 2-242 Cl [01314] SO.sub.2CH.sub.3 [01315] [01316] 2-243 Cl [01317] SO.sub.2CH.sub.3 [01318] [01319] 2-244 Cl [01320] SO.sub.2CH.sub.3 [01321] [01322] 2-245 Cl [01323] SO.sub.2CH.sub.3 [01324] [01325] 2-246 Cl [01326] SO.sub.2CH.sub.3 [01327] [01328] 2-247 SO.sub.2CH.sub.3 H Cl [01329] [01330] 2-248 SO.sub.2CH.sub.3 H Cl [01331] [01332] 2-249 SO.sub.2CH.sub.3 H Cl [01333] [01334] 2-250 SO.sub.2CH.sub.3 H Cl [01335] [01336] 2-251 SO.sub.2CH.sub.3 H Cl [01337] [01338] 2-252 SO.sub.2CH.sub.3 H Cl [01339] [01340] 2-253 Cl Cl SO.sub.2CH.sub.3 [01341] [01342] 2-254 Cl Cl SO.sub.2CH.sub.3 [01343] [01344] 2-255 Cl Cl SO.sub.2CH.sub.3 [01345] [01346] 2-256 Cl Cl SO.sub.2CH.sub.3 [01347] [01348] 2-257 Cl Cl SO.sub.2CH.sub.3 [01349] [01350] 2-258 Cl Cl SO.sub.2CH.sub.3 [01351] [01352] 2-259 Cl [01353] SO.sub.2CH.sub.3 [01354] [01355] 2-260 Cl [01356] SO.CH.sub.3 [01357] [01358] 2-261 Cl [01359] SO.sub.2CH.sub.3 [01360] [01361] 2-262 Cl [01362] SO.sub.2CH.sub.3 [01363] [01364] 2-263 Cl [01365] SO.sub.2CH.sub.3 [01366] [01367] 2-264 Cl [01368] SO.sub.2CH.sub.3 [01369] [01370] 2-265 SO.sub.2CH.sub.3 H CFa [01371] [01372] off-white solid (131-133) 2-266 SO.sub.2CH.sub.3 H CF.sub.3 [01373] [01374] off-white solid (107-109) 2-267 NO.sub.2 H Cl [01375] [01376] yellow oil 2-268 Cl H Cl [01377] [01378] pale yellow oil 2-269 Cl H SO.sub.2CH.sub.3 [01379] [01380] pale yellow solid (126-128) 2-270 Cl [01381] SO.sub.2CH.sub.3 [01382] [01383] pale yellow oil 2-271 Cl H NO.sub.2 [01384] [01385] yellow oil 2-272 Cl CH.sub.3SO.sub.2CH.sub.2 SO.sub.2CH.sub.3 [01386] [01387] 2-273 Cl CH.sub.3SO.sub.2CH.sub.2 SO.sub.2CH.sub.3 [01388] [01389] 2-274 CH.sub.3 [01390] SO.sub.2CH.sub.3 [01391] [01392] yellow oil 2-275 CH.sub.3 [01393] SO.sub.2CH.sub.3 [01394] [01395] yellow oil 2-276 SO.sub.2CH H Cl [01396] [01397] yellow oil (175-176) 2-277 CH.sub.3 [01398] SO.sub.2CH.sub.3 [01399] [01400] brown solid (122-124) 2-278 CH.sub.3 [01401] SO.sub.2CH.sub.3 [01402] [01403] orange yellow solid (139-141) 2-279 CI [01404] SO.sub.2CH.sub.3 [01405] [01406] orange oil 2-280 Cl [01407] SO.sub.2CH.sub.3 [01408] [01409] yellow oil 2-281 Cl [01410] SO.sub.2CH.sub.3 [01411] [01412] yellow oil 2-282 Cl [01413] SO.sub.2CH.sub.3 [01414] [01415] pale yellow oil 2-283 Cl [01416] SO.sub.2CH.sub.3 [01417] [01418] pale yellow oil

[0112] In the compound of the formula I, W is N and the stereo configuration is trans.

##STR01419##

TABLE-US-00003 TABLE 3 Structures and Physical Properties of Part of Compounds of Formula 1 Appearance (Melting Compound X.sub.1 X.sub.3 Q R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 Point ° C.) 3-1 SO.sub.2CH.sub.3 CF [01420] H H H H H 3-2 SO.sub.2CH.sub.3 CF [01421] Cl H Cl H H 3-3 SO.sub.2CH.sub.3 CF [01422] H H OCH.sub.3 H H 3-4 SO.sub.2CH.sub.3 CF [01423] H H NO.sub.2 H H 3-5 SO.sub.2CH.sub.3 CF.sub.3 [01424] H H CF.sub.3 H H 3-6 SO.sub.2CH.sub.3 CF.sub.3 [01425] H OCF.sub.3 H H H 3-7 SO.sub.2CH.sub.3 CF.sub.3 [01426] H H [01427] H H 3-8 SO.sub.2CH.sub.3 CF.sub.3 [01428] H [01429] H H 3-9 SO.sub.2CH.sub.3 CF.sub.3 [01430] H [01431] H H 3-10 SO.sub.2CH.sub.3 CF.sub.3 [01432] H [01433] H H 3-11 SO.sub.2CH.sub.3 CF.sub.3 [01434] [01435] H H H 3-12 NO.sub.2 SO.sub.2CH.sub.3 [01436] H H H H H 3-13 NO.sub.2 SO.sub.2CH.sub.3 [01437] H [01438] H H 3-14 NO.sub.2 Cl [01439] H H H H H 3-15 Cl Cl [01440] H H H H H 3-16 Cl Cl [01441] H [01442] H H 3-17 Cl SO.sub.2CH.sub.3 [01443] H H H H H 3-18 Cl SO.sub.2CH.sub.3 [01444] H [01445] HH 3-19 CH.sub.3 SO.sub.2CH.sub.3 [01446] H H H H H 3-20 CN SO.sub.2CH.sub.3 [01447] H H H H H 3-21 CF.sub.3 SO.sub.2CH.sub.3 [01448] H H H H H 3-22 [01449] SO.sub.2CH.sub.3 [01450] H H H H H 3-23 [01451] SO.sub.2CH.sub.3 [01452] H H H H H 3-24 [01453] SO.sub.2CH.sub.3 [01454] H H H H H 3-25 [01455] SO.sub.2CH.sub.3 [01456] H H H H H 3-26 [01457] SO.sub.2CH.sub.3 [01458] H H H H H 3-27 [01459] SO.sub.2CH.sub.3 [01460] H H H H H 3-28 [01461] SO.sub.2CH.sub.3 [01462] H H H H H 3-29 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01463] H H H H H 3-30 [01464] SO.sub.2CH.sub.3 [01465] H H H H H 3-31 [01466] SO.sub.2CH.sub.3 [01467] H H H H H 3-32 [01468] SO.sub.2CH.sub.3 [01469] H H H H H 3-33 [01470] SO.sub.2CH.sub.3 [01471] H H H H H 3-34 [01472] SO.sub.2CH.sub.3 [01473] H H H H H 3-35 [01474] SO.sub.2CH.sub.3 [01475] H H H H H 3-36 [01476] SO.sub.2CH.sub.3 [01477] H H H H H 3-37 SO.sub.2CH.sub.3 CF.sub.3 [01478] H H H H H 3-38 SO.sub.2CH.sub.3 CF.sub.3 [01479] Cl H Cl H H 3-39 SO.sub.2CH.sub.3 CF.sub.3 [01480] H H OCH.sub.3 H H 3-40 SO.sub.2CH.sub.3 CF.sub.3 [01481] H H NO.sub.2 H H 3-41 SO.sub.2CH.sub.3 CF.sub.3 [01482] H H CF.sub.3 H H 3-42 SO.sub.2CH.sub.3 CF.sub.3 [01483] H OCF.sub.3 H H H 3-43 SO.sub.2CH.sub.3 CF.sub.3 [01484] H H [01485] H H 3-44 SO.sub.2CH.sub.3 CF.sub.3 [01486] H [01487] H H 3-45 SO.sub.2CH.sub.3 CF.sub.3 [01488] H [01489] H H 3-46 SO.sub.2CH.sub.3 CF.sub.3 [01490] H [01491] H H 3-47 SO.sub.2CH.sub.3 CF.sub.3 [01492] [01493] H H H 3-48 NO.sub.2 SO.sub.2CH.sub.3 [01494] H H H H H 3-49 NO.sub.2 SO.sub.2CH.sub.3 [01495] H [01496] H H 3-50 NO.sub.2 Cl [01497] H H H H H 3-51 Cl Cl [01498] H H H H H 3-52 Cl Cl [01499] H [01500] H H 3-53 Cl SO.sub.2CH.sub.3 [01501] H H H H H 3-54 Cl SO.sub.2CH.sub.3 [01502] H [01503] H H 3-55 CH.sub.3 SO.sub.2CH.sub.3 [01504] H H H H H 3-56 CN SO.sub.2CH.sub.3 [01505] H H H H H 3-57 CF.sub.3 SO.sub.2CH.sub.3 [01506] H H H H H 3-58 [01507] SO.sub.2CH.sub.3 [01508] H H H H H 3-59 [01509] SO.sub.2CH.sub.3 [01510] H H H H H 3-60 [01511] SO.sub.2CH.sub.3 [01512] H H H H H 3-61 [01513] SO.sub.2CH.sub.3 [01514] H H H H H 3-62 [01515] SO.sub.2CH.sub.3 [01516] H H H H H 3-63 [01517] SO.sub.2CH.sub.3 [01518] H H H H H 3-64 [01519] SO.sub.2CH.sub.3 [01520] H H H H H 3-65 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01521] H H H H H 3-66 [01522] SO.sub.2CH.sub.3 [01523] H H H H H 3-67 [01524] SO.sub.2CH.sub.3 [01525] H H H H H 3-68 [01526] SO.sub.2CH.sub.3 [01527] H H H H H 3-69 [01528] SO.sub.2CH.sub.3 [01529] H H H H H 3-70 [01530] SO.sub.2CH.sub.3 [01531] H H H H H 3-71 [01532] SO.sub.2CH.sub.3 [01533] H H H H H 3-72 [01534] SO.sub.2CH.sub.3 [01535] H H H H H 3-73 SO.sub.2CH.sub.3 CF.sub.3 [01536] H H H H H 3-74 SO.sub.2CH.sub.3 CF.sub.3 [01537] Cl H Cl H H 3-75 SO.sub.2CH.sub.3 CF.sub.3 [01538] H H OCH.sub.3 H H 3-76 SO.sub.2CH.sub.3 CF.sub.3 [01539] H H NO.sub.2 H H 3-77 SO.sub.2CH.sub.3 CF.sub.3 [01540] H H CF.sub.3 H H 3-78 SO.sub.2CH.sub.3 CF.sub.3 [01541] H OCF.sub.3 H H H 3-79 SO.sub.2CH.sub.3 CF.sub.3 [01542] H H [01543] H H 3-80 SO.sub.2CH.sub.3 CF.sub.3 [01544] H [01545] H H 3-81 SO.sub.2CH.sub.3 CF.sub.3 [01546] H [01547] H H 3-82 SO.sub.2CH.sub.3 CF.sub.3 [01548] H [01549] H H 3-83 SO.sub.2CH.sub.3 CF.sub.3 [01550] [01551] H H H 3-84 NO.sub.2 SO.sub.2CH.sub.3 [01552] H H H H H 3-85 NO.sub.2 SO.sub.2CH.sub.3 [01553] [01554] 3-86 NO.sub.2 Cl [01555] H H H H H 3-87 Cl Cl [01556] H H H H H 3-88 Cl Cl [01557] H [01558] H H 3-89 Cl SO.sub.2CH.sub.3 [01559] H H H H H 3-90 Cl SO.sub.2CH.sub.3 [01560] H [01561] H H 3-91 CH.sub.3 SO.sub.2CH.sub.3 [01562] H H H H H 3-92 CN SO.sub.2CH.sub.3 [01563] H H H H H 3-93 CF.sub.3 SO.sub.2CH.sub.3 [01564] H H H H H 3-94 [01565] SO.sub.2CH.sub.3 [01566] H H H H H 3-95 [01567] SO.sub.2CH.sub.3 [01568] H H H H H 3-96 [01569] SO.sub.2CH.sub.3 [01570] H H H H H 3-97 [01571] SO.sub.2CH.sub.3 [01572] H H H H H 3-98 [01573] SO.sub.2CH.sub.3 [01574] H H H H H 3-99 [01575] SO.sub.2CH.sub.3 [01576] H H H H H 3-100 [01577] SO.sub.2CH.sub.3 [01578] H H H H H 3-101 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01579] H H H H H 3-102 [01580] SO.sub.2CH.sub.3 [01581] H H H H H 3-103 [01582] SO.sub.2CH.sub.3 [01583] H H H H H 3-104 [01584] SO.sub.2CH.sub.3 [01585] H H H H H 3-105 [01586] SO.sub.2CH.sub.3 [01587] H H H H H 3-106 [01588] SO.sub.2CH.sub.3 [01589] H H H H H 3-107 [01590] SO.sub.2CH.sub.3 [01591] H H H H H 3-108 [01592] SO.sub.2CH.sub.3 [01593] H H H H H 3-109 SO.sub.2CH.sub.3 CF.sub.3 [01594] H H H H H 3-110 SO.sub.2CH.sub.3 CF.sub.3 [01595] H H H H H 3-111 SO.sub.2CH.sub.3 CF.sub.3 [01596] H H H H H 3-112 SO.sub.2CH.sub.3 CF.sub.3 [01597] H H H H H 3-113 SO.sub.2CH.sub.3 CF.sub.3 [01598] H H H H H 3-114 SO.sub.2CH.sub.3 CF.sub.3 [01599] H OCF.sub.3 H H H 3-115 SO.sub.2CH.sub.3 CF.sub.3 [01600] H H [01601] H H 3-116 SO.sub.2CH.sub.3 CF.sub.3 [01602] H [01603] H H 3-117 SO.sub.2CH.sub.3 CF.sub.3 [01604] H [01605] H H 3-118 SO.sub.2CH.sub.3 CF.sub.3 [01606] H [01607] H H 3-119 SO.sub.2CH.sub.3 CF.sub.3 [01608] [01609] H H H 3-120 NO.sub.2 SO.sub.2CH.sub.3 [01610] H H H H H 3-121 NO.sub.2 SO.sub.2CH.sub.3 [01611] H [01612] H H 3-122 NO.sub.2 Cl [01613] H H H H H 3-123 Cl Cl [01614] H H H H H 3-124 Cl Cl [01615] H [01616] H H 3-125 Cl SO.sub.2CH.sub.3 [01617] H H H H H 3-126 Cl SO.sub.2CH.sub.3 [01618] H [01619] H H 3-127 CH.sub.3 SO.sub.2CH.sub.3 [01620] H H H H H 3-128 CN SO.sub.2CH.sub.3 [01621] H H H H H 3-129 CF.sub.3 SO.sub.2CH.sub.3 [01622] H H H H H 3-130 [01623] SO.sub.2CH.sub.3 [01624] H H H H H 3-131 [01625] SO.sub.2CH.sub.3 [01626] H H H H H 3-132 [01627] SO.sub.2CH.sub.3 [01628] H H H H H 3-133 [01629] SO.sub.2CH.sub.3 [01630] H H H H H 3-134 [01631] SO.sub.2CH.sub.3 [01632] H H H H H 3-135 [01633] SO.sub.2CH.sub.3 [01634] H H H H H 3-136 [01635] SO.sub.2CH.sub.3 [01636] H H H H H 3-137 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01637] H H H H H 3-138 [01638] SO.sub.2CH.sub.3 [01639] H H H H H 3-139 [01640] SO.sub.2CH.sub.3 [01641] H H H H H 3-140 [01642] SO.sub.2CH.sub.3 [01643] H H H H H 3-141 [01644] SO.sub.2CH.sub.3 [01645] H H H H H 3-142 [01646] SO.sub.2CH.sub.3 [01647] H H H H H 3-143 [01648] SO.sub.2CH.sub.3 [01649] H H H H H 3-144 [01650] SO.sub.2CH.sub.3 [01651] H H H H H 3-145 SO.sub.2CH.sub.3 CF.sub.3 [01652] H H H H H 3-146 SO.sub.2CH.sub.3 CF.sub.3 [01653] Cl H Cl H H 3-147 SO.sub.2CH.sub.3 CF.sub.3 [01654] H H OCH.sub.3 H H 3-148 SO.sub.2CH.sub.3 CF.sub.3 [01655] H H NO.sub.2 H H 3-149 SO.sub.2CH.sub.3 CF.sub.3 [01656] H H CF.sub.3 H H 3-150 SO.sub.2CH.sub.3 CF.sub.3 [01657] H OCF.sub.3 H H H 3-151 SO.sub.2CH.sub.3 CF.sub.3 [01658] H H [01659] H H 3-152 SO.sub.2CH.sub.3 CF.sub.3 [01660] H [01661] H H 3-153 SO.sub.2CH.sub.3 CF.sub.3 [01662] H [01663] H H 3-154 SO.sub.2CH.sub.3 CF.sub.3 [01664] H [01665] H H 3-155 SO.sub.2CH.sub.3 CF.sub.3 [01666] [01667] H H H 3-156 NO.sub.2 SO.sub.2CH.sub.3 [01668] H H H H H 3-157 NO.sub.2 SO.sub.2CH.sub.3 [01669] H [01670] H H H 3-158 NO.sub.2 Cl [01671] H H H H H 3-159 Cl Cl [01672] H H H H H 3-160 Cl Cl [01673] H [01674] H H H 3-161 Cl SO.sub.2CH.sub.3 [01675] H H H H H 3-162 Cl SO.sub.2CH.sub.3 [01676] H [01677] H H H 3-163 CH.sub.3 SO.sub.2CH.sub.3 [01678] H H H H H 3-164 CN SO.sub.2CH.sub.3 [01679] H H H H H 3-165 CF.sub.3 SO.sub.2CH.sub.3 [01680] H H H H H 3-166 [01681] SO.sub.2CH.sub.3 [01682] H H H H H 3-167 [01683] SO.sub.2CH.sub.3 [01684] H H H H H 3-168 [01685] SO.sub.2CH.sub.3 [01686] H H H H H 3-169 [01687] SO.sub.2CH.sub.3 [01688] H H H H H 3-170 [01689] SO.sub.2CH.sub.3 [01690] H H H H H 3-171 [01691] SO.sub.2CH.sub.3 [01692] H H H H H 3-172 [01693] SO.sub.2CH.sub.3 [01694] H H H H H 3-173 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01695] H H H H H 3-174 [01696] SO.sub.2CH.sub.3 [01697] H H H H H 3-175 [01698] SO.sub.2CH.sub.3 [01699] H H H H H 3-176 [01700] SO.sub.2CH.sub.3 [01701] H H H H H 3-177 [01702] SO.sub.2CH.sub.3 [01703] H H H H H 3-178 [01704] SO.sub.2CH.sub.3 [01705] H H H H H 3-179 [01706] SO.sub.2CH.sub.3 [01707] H H H H H 3-180 [01708] SO.sub.2CH.sub.3 [01709] H H H H H 3-181 SO.sub.2CH.sub.3 CF.sub.3 [01710] H H H H H 3-182 SO.sub.2CH.sub.3 CF.sub.3 [01711] Cl H Cl H H 3-183 SO.sub.2CH.sub.3 CF.sub.3 [01712] H H OCH.sub.3 H H 3-184 SO.sub.2CH.sub.3 CF.sub.3 [01713] H H NO.sub.2 HH 3-185 SO.sub.2CH.sub.3 CF.sub.3 [01714] H H CF.sub.3 H H 3-186 SO.sub.2CH.sub.3 CF.sub.3 [01715] H OCF.sub.3 H H H 3-187 SO.sub.2CH.sub.3 CF.sub.3 [01716] H H [01717] H H 3-188 SO.sub.2CH.sub.3 CF.sub.3 [01718] H [01719] H H 3-189 SO.sub.2CH.sub.3 CF.sub.3 [01720] H [01721] H H 3-190 SO.sub.2CH.sub.3 CF.sub.3 [01722] H [01723] H H 3-191 SO.sub.2CH.sub.3 CF.sub.3 [01724] [01725] h H H 3-192 NO.sub.2 SO.sub.2CH.sub.3 [01726] H H H H H 3-193 NO.sub.2 SO.sub.2CH.sub.3 [01727] H [01728] H H 3-194 NO.sub.2 Cl [01729] H H H H H 3-195 Cl Cl [01730] H H H H H 3-196 Cl Cl [01731] H [01732] H H 3-197 Cl SO.sub.2CH.sub.3 [01733] H H H H H 3-198 Cl SO.sub.2CH.sub.3 [01734] H [01735] H H 3-199 CH.sub.3 SO.sub.2CH.sub.3 [01736] H H H H H 3-200 CN SO.sub.2CH.sub.3 [01737] H H H H H 3-201 CF.sub.3 SO.sub.2CH.sub.3 [01738] H H H H H 3-202 [01739] SO.sub.2CH.sub.3 [01740] H H H H H 3-203 [01741] SO.sub.2CH.sub.3 [01742] H H H H H 3-204 [01743] SO.sub.2CH.sub.3 [01744] H H H H H 3-205 [01745] SO.sub.2CH.sub.3 [01746] H H H H H 3-206 [01747] SO.sub.2CH.sub.3 [01748] H H H H H 3-207 [01749] SO.sub.2CH.sub.3 [01750] H H H H H 3-208 [01751] SO.sub.2CH.sub.3 [01752] H H H H H 3-209 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01753] H H H H H 3-210 [01754] SO.sub.2CH.sub.3 [01755] H H H H H 3-211 [01756] SO.sub.2CH.sub.3 [01757] H H H H H 3-212 [01758] SO.sub.2CH.sub.3 [01759] H H H H H 3-213 [01760] SO.sub.2CH.sub.3 [01761] H H H H H 3-214 [01762] SO.sub.2CH.sub.3 [01763] H H H H H 3-215 [01764] SO.sub.2CH.sub.3 [01765] H H H H H 3-216 [01766] SO.sub.2CH.sub.3 [01767] H H H H H 3-217 Cl CF.sub.3 [01768] H H H H H white solid (158-164) 3-218 H Cl [01769] H H H H H white solid (171-175) 3-219 Cl CH.sub.3 [01770] H H H H H white solid (124-130) 3-220 H H [01771] H H H H H white solid (110-116)

[0113] In the compound of the formula I, W is N.

##STR01772##

TABLE-US-00004 TABLE 4 Structures and Physical Properties of Part of Compounds of Formula 1 Appearance (Melting Compound X.sub.1 X.sub.3 Q Z Point °C.) 4-1 SO.sub.2CH.sub.3 CF.sub.3 [01773] [01774] 4-2 SO.sub.2CH.sub.3 CF.sub.3 [01775] [01776] 4-3 SO.sub.2CH.sub.3 CF.sub.3 [01777] [01778] 4-4 SO.sub.2CH.sub.3 CF.sub.3 [01779] [01780] 4-5 SO.sub.2CH.sub.3 CF.sub.3 [01781] [01782] 4-6 SO.sub.2CH.sub.3 CF.sub.3 [01783] [01784] 4-7 SO.sub.2CH.sub.3 CF.sub.3 [01785] [01786] 4-8 SO.sub.2CH.sub.3 CF.sub.3 [01787] [01788] 4-9 SO.sub.2CH.sub.3 CF.sub.3 [01789] [01790] 4-10 SO.sub.2CH.sub.3 CF.sub.3 [01791] [01792] 4-11 SO.sub.2CH.sub.3 CF.sub.3 [01793] [01794] 4-12 NO.sub.2 SO.sub.2CH.sub.3 [01795] [01796] 4-13 NO.sub.2 SO.sub.2CH.sub.3 [01797] [01798] 4-14 NO.sub.2 Cl [01799] [01800] 4-15 Cl Cl [01801] [01802] 4-16 Cl Cl [01803] [01804] 4-17 Cl SO.sub.2CH.sub.3 [01805] [01806] 4-18 Cl SO.sub.2CH.sub.3 [01807] [01808] 4-19 CH.sub.3 SO.sub.2CH.sub.3 [01809] [01810] 4-20 CN SO.sub.2CH.sub.3 [01811] [01812] 4-21 CF.sub.3 SO.sub.2CH.sub.3 [01813] [01814] 4-22 [01815] SO.sub.2CH.sub.3 [01816] [01817] 4-23 [01818] SO.sub.2CH.sub.3 [01819] [01820] 4-24 [01821] SO.sub.2CH.sub.3 [01822] [01823] 4-25 [01824] SO.sub.2CH.sub.3 [01825] [01826] 4-26 [01827] SO.sub.2CH.sub.3 [01828] [01829] 4-27 [01830] SO.sub.2CH.sub.3 [01831] [01832] 4-28 [01833] SO.sub.2CH.sub.3 [01834] [01835] 4-29 SO.sub.2CH.sub.3═CH.sub.2 SO.sub.2CH.sub.3 [01836] [01837] 4-30 [01838] SO.sub.2CH.sub.3 [01839] [01840] 4-31 [01841] SO.sub.2CH.sub.3 [01842] [01843] 4-32 [01844] SO.sub.2CH.sub.3 [01845] [01846] 4-33 [01847] SO.sub.2CH.sub.3 [01848] [01849] 4-34 [01850] SO.sub.2CH.sub.3 [01851] [01852] 4-35 [01853] SO.sub.2CH.sub.3 [01854] [01855] 4-36 [01856] SO.sub.2CH.sub.3 [01857] [01858] 4-37 SO.sub.2CH.sub.3 CF.sub.3 [01859] [01860] 4-38 SO.sub.2CH.sub.3 CF.sub.3 [01861] [01862] 4-39 SO.sub.2CH.sub.3 CF.sub.3 [01863] [01864] 4-40 SO.sub.2CH.sub.3 CF.sub.3 [01865] [01866] 4-41 SO.sub.2CH.sub.3 CF.sub.3 [01867] [01868] 4-42 SO.sub.2CH.sub.3 CF.sub.3 [01869] [01870] 4-43 SO.sub.2CH.sub.3 CF.sub.3 [01871] [01872] 4-44 SO.sub.2CH.sub.3 CF.sub.3 [01873] [01874] 4-45 SO.sub.2CH.sub.3 CF.sub.3 [01875] [01876] 4-46 SO.sub.2CH.sub.3 CF.sub.3 [01877] [01878] 4-47 SO.sub.2CH.sub.3 CF.sub.3 [01879] [01880] 4-48 NO.sub.2 SO.sub.2CH.sub.3 [01881] [01882] 4-49 NO.sub.2 SO.sub.2CH.sub.3 [01883] [01884] 4-50 NO.sub.2 Cl [01885] [01886] 4-51 Cl Cl [01887] [01888] 4-52 Cl Cl [01889] [01890] 4-53 Cl SO.sub.2CH.sub.3 [01891] [01892] 4-54 Cl SO.sub.2CH.sub.3 [01893] [01894] 4-55 CH.sub.3 SO.sub.2CH.sub.3 [01895] [01896] 4-56 CN SO.sub.2CH.sub.3 [01897] [01898] 4-57 CF.sub.3 SO.sub.2CH.sub.3 [01899] [01900] 4-58 [01901] SO.sub.2CH.sub.3 [01902] [01903] 4-59 [01904] SO.sub.2CH.sub.3 [01905] [01906] 4-60 [01907] SO.sub.2CH.sub.3 [01908] [01909] 4-61 [01910] SO.sub.2CH.sub.3 [01911] [01912] 4-62 [01913] SO.sub.2CH.sub.3 [01914] [01915] 4-63 [01916] SO.sub.2CH.sub.3 [01917] [01918] 4-64 [01919] SO.sub.2CH.sub.3 [01920] [01921] 4-65 SO.sub.2CH═CH.sub.2 SO.sub.2CH.sub.3 [01922] [01923] 4-66 [01924] SO.sub.2CH.sub.3 [01925] [01926] 4-67 [01927] SO.sub.2CH.sub.3 [01928] [01929] 4-68 [01930] SO.sub.2CH.sub.3 [01931] [01932] 4-69 [01933] SO.sub.2CH.sub.3 [01934] [01935] 4-70 [01936] SO.sub.2CH.sub.3 [01937] [01938] 4-71 [01939] SO.sub.2CH.sub.3 [01940] [01941] 4-72 [01942] SO.sub.2CH.sub.3 [01943] [01944] 4-73 SO.sub.2CH.sub.3 CF.sub.3 [01945] [01946] 4-74 SO.sub.2CH.sub.3 CF.sub.3 [01947] [01948] 4-75 SO.sub.2CH.sub.3 CF.sub.3 [01949] [01950] 4-76 SO.sub.2CH.sub.3 CF.sub.3 [01951] [01952] 4-77 SO.sub.2CH.sub.3 CF.sub.3 [01953] [01954] 4-78 SO.sub.2CH.sub.3 CF.sub.3 [01955] [01956] 4-79 SO.sub.2CH.sub.3 CF.sub.3 [01957] [01958] 4-80 SO.sub.2CH.sub.3 CF.sub.3 [01959] [01960] 4-81 SO.sub.2CH.sub.3 CF.sub.3 [01961] [01962] 4-82 SO.sub.2CH.sub.3 CF.sub.3 [01963] [01964] 4-83 SO.sub.2CH.sub.3 CF.sub.3 [01965] [01966] 4-84 NO.sub.2 SO.sub.2CH.sub.3 [01967] [01968] 4-85 NO.sub.2 SO.sub.2CH.sub.3 [01969] [01970] 4-86 NO.sub.2 Cl [01971] [01972] 4-87 Cl Cl [01973] [01974] 4-88 Cl Cl [01975] [01976] 4-89 Cl SO.sub.2CH.sub.3 [01977] [01978] 4-90 Cl SO.sub.2CH.sub.3 [01979] [01980] 4-91 CH.sub.3 SO.sub.2CH.sub.3 [01981] [01982] 4-92 CN SO.sub.2CH.sub.3 [01983] [01984] 4-93 CF.sub.3 SO.sub.2CH.sub.3 [01985] [01986] 4-94 [01987] SO.sub.2CH.sub.3 [01988] [01989] 4-95 [01990] SO.sub.2CH.sub.3 [01991] [01992] 4-96 [01993] SO.sub.2CH.sub.3 [01994] [01995] 4-97 [01996] SO.sub.2CH.sub.3 [01997] [01998] 4-98 [01999] SO.sub.2CH.sub.3 [02000] [02001] 4-99 [02002] SO.sub.2CH.sub.3 [02003] [02004] 4-100 [02005] SO.sub.2CH.sub.3 [02006] [02007] 4-101 SO.sub.2CH.sub.3═CH.sub.2 SO.sub.2CH.sub.3 [02008] [02009] 4-102 [02010] SO.sub.2CH.sub.3 [02011] [02012] 4-103 [02013] SO.sub.2CH.sub.3 [02014] [02015] 4-104 [02016] SO.sub.2CH.sub.3 [02017] [02018] 4-105 [02019] SO.sub.2CH.sub.3 [02020] [02021] 4-106 [02022] SO.sub.2CH.sub.3 [02023] [02024] 4-107 [02025] SO.sub.2CH.sub.3 [02026] [02027] 4-108 [02028] SO.sub.2CH.sub.3 [02029] [02030] 4-109 SO.sub.2CH.sub.3 CF.sub.3 [02031] [02032] 4-110 SO.sub.2CH.sub.3 CF.sub.3 [02033] [02034] 4-111 SO.sub.2CH.sub.3 CF.sub.3 [02035] [02036] 4-112 SO.sub.2CH.sub.3 CF.sub.3 [02037] [02038] 4-113 SO.sub.2CH.sub.3 CF.sub.3 [02039] [02040] 4-114 SO.sub.2CH.sub.3 CF.sub.3 [02041] [02042] 4-115 SO.sub.2CH.sub.3 CF.sub.3 [02043] [02044] 4-116 SO.sub.2CH.sub.3 CF.sub.3 [02045] [02046] 4-117 SO.sub.2CH.sub.3 CF.sub.3 [02047] [02048] 4-118 SO.sub.2CH.sub.3 CF.sub.3 [02049] [02050] 4-119 SO.sub.2CH.sub.3 CF [02051] [02052] 4-120 NO.sub.2 SO.sub.2CH.sub.3 [02053] [02054] 4-121 NO.sub.2 SO.sub.2CH.sub.3 [02055] [02056] 4-122 NO.sub.2 Cl [02057] [02058] 4-123 Cl Cl [02059] [02060] 4-124 Cl Cl [02061] [02062] 4-125 Cl SO.sub.2CH.sub.3 [02063] [02064] 4-126 Cl SO.sub.2CH.sub.3 [02065] [02066] 4-127 CH.sub.3 SO.sub.2CH.sub.3 [02067] [02068] 4-128 CN SO.sub.2CH.sub.3 [02069] [02070] 4-129 CF.sub.3 SO.sub.2CH.sub.3 [02071] [02072] 4-130 [02073] SO.sub.2CH.sub.3 [02074] [02075] 4-131 [02076] SO.sub.2CH.sub.3 [02077] [02078] 4-132 [02079] SO.sub.2CH.sub.3 [02080] [02081] 4-133 [02082] SO.sub.2CH.sub.3 [02083] [02084] 4-134 [02085] SO.sub.2CH.sub.3 [02086] [02087] 4-135 [02088] SO.sub.2CH.sub.3 [02089] [02090] 4-136 [02091] SO.sub.2CH.sub.3 [02092] [02093] 4-137 SO.sub.2CH.sub.3═CH.sub.2 SO.sub.2CH.sub.3 [02094] [02095] 4-138 [02096] SO.sub.2CH.sub.3 [02097] [02098] 4-139 [02099] SO.sub.2CH.sub.3 [02100] [02101] 4-140 [02102] SO.sub.2CH.sub.3 [02103] [02104] 4-141 [02105] SO.sub.2CH.sub.3 [02106] [02107] 4-142 [02108] SO.sub.2CH.sub.3 [02109] [02110] 4-143 [02111] SO.sub.2CH.sub.3 [02112] [02113] 4-144 [02114] SO.sub.2CH.sub.3 [02115] [02116] 4-145 SO.sub.2CH.sub.3 CF.sub.3 [02117] [02118] 4-146 SO.sub.2CH.sub.3 CF.sub.3 [02119] [02120] 4-147 SO.sub.2CH.sub.3 CF.sub.3 [02121] [02122] 4-148 SO.sub.2CH.sub.3 CF.sub.3 [02123] [02124] 4-149 SO.sub.2CH.sub.3 CF.sub.3 [02125] [02126] 4-150 SO.sub.2CH.sub.3 CF.sub.3 [02127] [02128] 4-151 SO.sub.2CH.sub.3 CF.sub.3 [02129] [02130] 4-152 SO.sub.2CH.sub.3 CF.sub.3 [02131] [02132] 4-153 SO.sub.2CH.sub.3 CF.sub.3 [02133] [02134] 4-154 SO.sub.2CH.sub.3 CF.sub.3 [02135] [02136] 4-155 SO.sub.2CH.sub.3 CF.sub.3 [02137] [02138] 4-156 NO.sub.2 SO.sub.2CH.sub.3 [02139] [02140] 4-157 NO.sub.2 SO.sub.2CH.sub.3 [02141] [02142] 4-158 NO.sub.2 Cl [02143] [02144] 4-159 Cl Cl [02145] [02146] 4-160 Cl Cl [02147] [02148] 4-161 Cl SO.sub.2CH.sub.3 [02149] [02150] 4-162 Cl SO.sub.2CH.sub.3 [02151] [02152] 4-163 CH.sub.3 SO.sub.2CH.sub.3 [02153] [02154] 4-164 CN SO.sub.2CH.sub.3 [02155] [02156] 4-165 CF.sub.3 SO.sub.2CH.sub.3 [02157] [02158] 4-166 [02159] SO.sub.2CH.sub.3 [02160] [02161] 4-167 [02162] SO.sub.2CH.sub.3 [02163] [02164] 4-168 [02165] SO.sub.2CH.sub.3 [02166] [02167] 4-169 [02168] SO.sub.2CH.sub.3 [02169] [02170] 4-170 [02171] SO.sub.2CH.sub.3 [02172] [02173] 4-171 [02174] SO.sub.2CH.sub.3 [02175] [02176] 4-172 [02177] SO.sub.2CH.sub.3 [02178] [02179] 4-173 SO.sub.2CH.sub.3═CH.sub.2 SO.sub.2CH.sub.3 [02180] [02181] 4-174 [02182] SO.sub.2CH.sub.3 [02183] [02184] 4-175 [02185] SO.sub.2CH.sub.3 [02186] [02187] 4-176 [02188] SO.sub.2CH.sub.3 [02189] [02190] 4-177 [02191] SO.sub.2CH.sub.3 [02192] [02193] 4-178 [02194] SO.sub.2CH.sub.3 [02195] [02196] 4-179 [02197] SO.sub.2CH.sub.3 [02198] [02199] 4-180 [02200] SO.sub.2CH.sub.3 [02201] [02202] 4-181 SO.sub.2CH.sub.3 CF.sub.3 [02203] [02204] 4-182 SO.sub.2CH.sub.3 CF.sub.3 [02205] [02206] 4-183 SO.sub.2CH.sub.3 CF.sub.3 [02207] [02208] 4-184 SO.sub.2CH.sub.3 CF.sub.3 [02209] [02210] 4-185 SO.sub.2CH.sub.3 CF.sub.3 [02211] [02212] 4-186 SO.sub.2CH.sub.3 CF.sub.3 [02213] [02214] 4-187 SO.sub.2CH.sub.3 CF.sub.3 [02215] [02216] 4-188 SO.sub.2CH.sub.3 CF.sub.3 [02217] [02218] 4-189 SO.sub.2CH.sub.3 CF.sub.3 [02219] [02220] 4-190 SO.sub.2CH.sub.3 CF.sub.3 [02221] [02222] 4-191 SO.sub.2CH.sub.3 CF.sub.3 [02223] [02224] 4-192 NO.sub.2 SO.sub.2CH.sub.3 [02225] [02226] 4-193 NO.sub.2 SO.sub.2CH.sub.3 [02227] [02228] 4-194 NO.sub.2 Cl [02229] [02230] 4-195 Cl Cl [02231] [02232] 4-196 Cl Cl [02233] [02234] 4-197 Cl SO.sub.2CH.sub.3 [02235] [02236] 4-198 Cl SO.sub.2CH.sub.3 [02237] [02238] 4-199 CH.sub.3 SO.sub.2CH.sub.3 [02239] [02240] 4-200 CN SO.sub.2CH.sub.3 [02241] [02242] 4-201 CF.sub.3 SO.sub.2CH.sub.3 [02243] [02244] 4-202 [02245] SO.sub.2CH.sub.3 [02246] [02247] 4-203 [02248] SO.sub.2CH.sub.3 [02249] [02250] 4-204 [02251] SO.sub.2CH.sub.3 [02252] [02253] 4-205 [02254] SO.sub.2CH.sub.3 [02255] [02256] 4-206 [02257] SO.sub.2CH.sub.3 [02258] [02259] 4-207 [02260] SO.sub.2CH.sub.3 [02261] [02262] 4-208 [02263] SO.sub.2CH.sub.3 [02264] [02265] 4-209 SO.sub.2CH.sub.3═CH.sub.2 SO.sub.2CH.sub.3 [02266] [02267] 4-210 [02268] SO.sub.2CH.sub.3 [02269] [02270] 4-211 [02271] SO.sub.2CH.sub.3 [02272] [02273] 4-212 [02274] SO.sub.2CH.sub.3 [02275] [02276] 4-213 [02277] SO.sub.2CH.sub.3 [02278] [02279] 4-214 [02280] SO.sub.2CH.sub.3 [02281] [02282] 4-215 [02283] SO.sub.2CH.sub.3 [02284] [02285] 4-216 [02286] SO.sub.2CH.sub.3 [02287] [02288] 4-217 [02289] CF.sub.3 [02290] [02291] 4-218 [02292] CF.sub.3 [02293] [02294] 4-219 [02295] CF.sub.3 [02296] [02297] 4-220 [02298] CF.sub.3 [02299] [02300] 4-221 [02301] CF.sub.3 [02302] [02303] 4-222 [02304] CF.sub.3 [02305] [02306] 4-223 [02307] CF [02308] [02309] 4-224 [02310] CF.sub.3 [02311] [02312] 4-225 [02313] CF.sub.3 [02314] [02315] 4-226 [02316] CF.sub.3 [02317] [02318] 4-227 [02319] CF.sub.3 [02320] [02321] 4-228 [02322] CF.sub.3 [02323] [02324] 4-229 [02325] CF.sub.3 [02326] [02327] 4-230 [02328] CF.sub.3 [02329] [02330] 4-231 [02331] CF.sub.3 [02332] [02333] 4-232 [02334] CF.sub.3 [02335] [02336] 4-233 [02337] CF.sub.3 [02338] [02339] 4-234 [02340] CF.sub.3 [02341] [02342] 4-235 [02343] CF.sub.3 [02344] [02345] 4-236 [02346] CF.sub.3 [02347] [02348] 4-237 [02349] CF.sub.3 [02350] [02351] 4-238 [02352] CF.sub.3 [02353] [02354] 4-239 [02355] CF.sub.3 [02356] [02357] 4-240 [02358] CF.sub.3 [02359] [02360] 4-241 [02361] CF.sub.3 [02362] [02363] 4-242 [02364] CF.sub.3 [02365] [02366] 4-243 [02367] CF.sub.3 [02368] [02369] 4-244 [02370] CF.sub.3 [02371] [02372] 4-245 [02373] CF.sub.3 [02374] [02375] 4-246 [02376] CF.sub.3 [02377] [02378] 4-247 [02379] CF.sub.3 [02380] [02381] 4-248 Cl CF.sub.3 [02382] [02383] white oil 4-249 Cl CF.sub.3 [02384] [02385] white oil

[0114] .sup.1H NMR data of part of compounds is as follows:

[0115] Compound 1-1 (600 MHz, DMSO-d.sub.6): 8.40 (s, 1H), 8.28 (d, 1H), 8.18 (d, 1H), 7.79 (d, 1H), 7.63 (d, 2H), 7.40-7.47 (m, 3H), 6.56 (s, 1H), 4.17 (s, 3H), 3.41 (s, 3H).

[0116] Compound 1-8 (600 MHz, DMSO-d.sub.6): 8.39 (s, 1H), 8.31 (s, 1H), 8.27 (d, 1H), 8.16 (d, 1H), 7.70 (d, 1H), 7.34 (s, 1H), 7.17 (d, 1H), 6.96 (d, 1H), 6.09 (s, 2H), 4.16 (s, 3H), 3.39 (s, 3H).

[0117] Compound 1-12 (600 MHz, DMSO-d.sub.6): 8.78 (s, 1H), 8.52 (s, 1H), 8.27 (s, 1H), 7.79 (d, 1H), 7.65 (s, 2H), 7.42-7.45 (m, 3H), 6.56 (d, 1H), 4.22 (s, 3H), 3.46 (s, 3H).

[0118] Compound 1-13 (600 MHz, DMSO-d.sub.6): 8.76 (s, 1H), 8.50 (d, 1H), 8.24 (d, 1H), 7.70 (d, 1H), 7.37 (s, 1H), 7.18 (d, 1H), 6.96 (d, 1H), 6.07-6.09 (m, 3H), 4.20 (s, 3H), 3.46 (s, 3H).

[0119] Compound 1-14 (600 MHz, DMSO-d.sub.6): 8.43 (d, 1H), 8.07 (dd, 1H), 7.98 (d, 1H), 7.79 (d, 1H), 7.65 (d, 2H), 7.41-7.43 (m, 3H), 6.65 (d, 1H), 4.17 (s, 3H).

[0120] Compound 1-15 (600 MHz, DMSO-d.sub.6): 7.81-7.83 (m, 3H), 7.67 (d, 2H), 7.59 (d, 1H), 7.43-7.47 (m, 3H), 6.90 (d, 1H), 4.09 (s, 3H).

[0121] Compound 1-16 (600 MHz, DMSO-d.sub.6): 7.80-7.82 (m, 2H), 7.72-7.75 (m, 1H), 7.58 (dd, 1H), 7.34 (s, 1H), 7.22 (d, 1H), 6.98 (d, 1H), 6.65 (d, 1H), 6.10 (s, 2H), 4.08 (s, 3H).

[0122] Compound 1-17 (600 MHz, DMSO-d.sub.6): 8.14 (s, 1H), 8.10 (d, 1H), 8.02 (d, 1H), 7.83 (d, 1H), 7.67 (d, 2H), 7.42-7.49 (m, 3H), 6.82 (s, 1H), 4.14 (s, 3H), 3.35 (s, 3H).

[0123] Compound 1-18 (600 MHz, DMSO-d.sub.6): 8.14 (s, 1H), 8.08 (d, 1H), 8.01 (dd, 1H), 7.74 (d, 1H), 7.37 (s, 1H), 7.22 (d, 1H), 6.98 (d, 1H), 6.56 (d, 1H), 6.10 (s, 2H), 4.12 (s, 3H), 3.36 (s, 3H).

[0124] Compound 1-19 (600 MHz, DMSO-d.sub.6): 8.03 (d, 1H), 7.89 (d, 1H), 7.82 (d, 1H), 7.66 (d, 2H), 7.39-7.49 (m, 3H), 6.79 (d, 1H), 4.14 (s, 3H), 3.32 (s, 3H), 2.72 (s, 3H).

[0125] Compound 1-20 (600 MHz, DMSO-d.sub.6): 8.02 (d, 1H), 7.88 (d, 1H), 7.73 (d, 1H), 7.36 (s, 1H), 7.21 (d, 1H), 6.98 (d, 1H), 6.54 (d, 1H), 6.10 (s, 3H), 4.13 (s, 3H), 3.34 (s, 3H), 2.72 (s, 3H).

[0126] Compound 1-21 (600 MHz, DMSO-d.sub.6): 8.02 (d, 1H), 7.87 (d, 1H), 7.78 (d, 1H), 7.63 (d, 2H), 6.98 (d, 2H), 6.58 (d, 1H), 4.13 (s, 3H), 3.80 (s, 3H), 3.33 (s, 3H), 2.72 (s, 3H).

[0127] Compound 1-22 (600 MHz, DMSO-d.sub.6): 8.03 (d, 1H), 7.86-7.91 (m, 2H), 7.71-7.76 (m, 6H), 7.49 (t, 2H), 7.41 (t, 1H), 6.82 (d, 1H), 4.15 (s, 3H), 3.34 (s, 3H), 2.73 (s, 3H).

[0128] Compound 1-24 (600 MHz, DMSO-d.sub.6): 8.10 (d, 1H), 8.06 (d, 1H), 7.82 (d, 1H), 7.66 (d, 2H), 7.42-7.49 (m, 3H), 6.76 (d, 1H), 4.95 (s, 2H), 4.15 (s, 3H), 3.39 (s, 3H), 3.35 (s, 3H).

[0129] Compound 1-26 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.84 (d, 1H), 7.66 (d, 1H), 7.42 (d, 2H), 6.89 (d, 2H), 6.42 (d, 1H), 5.07 (s, 2H), 4.06 (s, 3H), 3.85 (s, 3H), 3.49 (s, 3H), 3.25 (s, 3H).

[0130] Compound 1-28 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.88 (d, 1H), 7.64-7.67 (m, 3H), 7.58-7.61 (m, 2H), 6.79 (d, 1H), 5.05 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.23 (s, 3H).

[0131] Compound 1-30 (600 MHz, DMSO-d.sub.6): 8.11 (d, 2H), 7.87 (d, 1H), 7.72-7.78 (m, 7H), 7.49 (t, 2H), 7.41 (t, 1H), 4.96 (s, 2H), 4.17 (s, 3H), 3.40 (s, 3H), 3.38 (s, 3H).

[0132] Compound 1-31 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 7.77 (d, 1H), 7.65 (d, 1H), 7.00 (dd, 1H), 6.91 (d, 1H), 6.81 (d, 1H), 6.40 (d, 1H), 6.03 (s, 2H), 5.06 (s, 2H), 4.05 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H).

[0133] Compound 1-33 (600 MHz, CDCl.sub.3): 8.75 (d, 1H), 8.20 (d, 1H), 8.13 (d, 1H), 7.96 (d, 1H), 7.88 (d, 1H), 7.68-7.70 (m, 2H), 7.58-7.60 (m, 1H), 7.54-7.56 (m, 1H), 7.48 (t, 1H), 6.71 (d, 1H), 5.08 (s, 2H), 4.09 (s, 3H), 3.49 (s, 3H), 3.25 (s, 3H).

[0134] Compound 1-41 (600 MHz, DMSO-d.sub.6): 8.06-8.11 (m, 2H), 7.82 (d, 1H), 7.65 (d, 2H), 7.43-7.48 (m, 4H), 5.06 (s, 2H), 4.15 (s, 3H), 3.69-3.72 (m, 1H), 3.50-3.62 (m, 4H), 3.38 (s, 3H), 1.75-1.78 (m, 3H), 1.49-1.54 (m, 1H).

[0135] Compound 1-53 (600 MHz, DMSO-d.sub.6): 8.09 (s, 2H), 7.82 (d, 1H), 7.66 (d, 2H), 7.43-7.47 (m, 3H), 6.78 (d, 1H), 5.05 (s, 2H), 4.16 (s, 3H), 3.68 (s, 2H), 3.49 (s, 2H), 3.37 (s, 3H), 3.23 (s, 3H).

[0136] Compound 1-56 (600 MHz, CDCl.sub.3): 7.98 (d, 1H), 7.87 (d, 1H), 7.43-7.48 (m, 4H), 7.36-7.41 (m, 2H), 6.61 (d, 1H), 4.06 (s, 3H), 4.05 (s, 3H), 3.24 (s, 3H).

[0137] Compound 1-57 (600 MHz, CDCl.sub.3): 7.98 (d, 1H), 7.87 (d, 1H), 7.36-7.49 (m, 6H), 6.62 (d, 1H), 4.27 (q, 2H), 4.05 (s, 3H), 3.25 (s, 3H), 1.49 (t, 3H).

[0138] Compound 1-90 (600 MHz, DMSO-d.sub.6): 8.15 (d, 1H), 8.07 (d, 1H), 7.85 (d, 1H), 7.67 (d, 2H), 7.43-7.48 (m, 3H), 6.76 (d, 1H), 4.16 (s, 3H), 3.48 (s, 3H).

[0139] Compound 1-91 (600 MHz, CDCl.sub.3): 7.79-7.84 (m, 2H), 7.67-7.69 (m, 3H), 7.44-7.49 (m, 3H), 7.08 (d, 1H), 4.10 (s, 3H), 3.22 (s, 3H), 2.60 (s, 3H), 2.40 (s, 3H).

[0140] compound 1-95 (600 MHz, CDCl.sub.3): 7.92 (d, 1H), 7.81 (d, 1H), 7.46-7.53 (m, 5H), 7.19 (d, 1H), 6.87 (d, 1H), 4.01 (s, 3H), 3.96 (s, 3H), 3.22 (s, 3H), 2.53 (s, 3H).

[0141] Compound 1-96 (600 MHz, DMSO-d.sub.6): 7.81 (d, 1H), 7.73 (d, 1H), 7.63-7.68 (m, 3H), 7.44-7.49 (m, 3H), 7.05 (d, 1H), 4.10 (s, 3H), 4.01 (q, 2H), 3.29 (s, 3H), 2.41 (s, 3H), 1.41 (t, 3H).

[0142] Compound 1-97 (600 MHz, DMSO-d.sub.6): 7.81 (d, 1H), 7.75 (d, 1H), 7.67-7.68 (m, 3H), 7.44-7.49 (m, 3H), 7.07 (d, 1H), 4.06-4.11 (m, 5H), 3.74 (t, 2H), 3.36 (s, 3H), 3.33 (s, 3H), 2.44 (s, 3H).

[0143] Compound 1-98 (600 MHz, CDCl.sub.3): 7.88 (d, 1H), 7.85 (d, 1H), 7.79 (d, 1H), 7.66-7.68 (m, 2H), 7.43-7.49 (m, 3H), 7.03 (d, 1H), 4.86 (s, 2H), 4.11 (s, 3H), 3.38 (s, 3H), 3.25 (s, 3H), 2.51 (s, 3H).

[0144] Compound 1-100 (600 MHz, CDCl.sub.3): 7.91 (d, 1H), 7.82 (d, 1H), 7.40-7.52 (m, 5H), 7.20 (d, 1H), 6.86 (d, 1H), 4.37-4.41 (m, 1H), 4.03-4.09 (m, 2H), 4.01 (s, 3H), 3.95-3.98 (m, 1H), 3.86-3.90 (m, 1H), 3.28 (s, 3H), 2.56 (s, 3H), 2.06-2.12 (m, 1H), 1.93-1.99 (m, 2H), 1.67-1.73 (m, 1H).

[0145] Compound 1-102 (600 MHz, DMSO-d.sub.6): 7.79-7.81 (m, 3H), 7.67 (d, 2H), 7.44-7.50 (m, 3H), 7.03 (d, 1H), 4.64 (q, 2H), 4.12 (s, 3H), 3.31 (s, 3H), 2.45 (s, 3H).

[0146] Compound 1-1.54 (600 MHz, DMSO-d.sub.6): 8.25 (s, 1H), 8.22 (d, 1H), 8.05 (d, 1 IT), 7.93 (d, 1H), 7.75-7.77 (m, 2H), 7.73 (s, 1H), 7.46-7.50 (m, 3H), 3.63 (s, 3H), 2.66 (s, 3H).

[0147] Compound 1-187 (600 MHz, CDCl.sub.3): 8.29 (s, 1H), 7.91 (d, 1H), 7.70-7.74 (m, 2H), 7.30-7.37 (m, 5H), 6.44 (d, 1H), 4.39 (s, 3H), 3.23 (s, 3H).

[0148] Compound 1-296 (600 MHz, CDCl.sub.3): 7.91 (s, 1H), 7.80 (d, 1H), 7.51-7.53 (m, 2H), 7.46 (t, 1H), 7.40-7.43 (m, 2H), 7.16 (d, 1H), 6.89 (d, 4.00-4.02 (m, 5H), 3.23 (s, 3H), 2.51 (s, 3H), 1.88-1.94 (m, 2H), 1.09 (t, 3H).

[0149] Compound 1-297 (600 MHz, CDCl.sub.3): 7.92 (d, 1H), 7.84 (d, 1H), 7.53-7.55 (m, 2H), 7.45-7.48 (m, 1H), 7.40-7.43 (m, 2H), 7.11 (d, 1H), 6.96 (d, 1H), 4.83-4.87 (m, 1H), 4.00 (s, 3H), 3.20 (s, 3H), 2.51 (s, 3H), 1.33 (d, 6H).

[0150] Compound 1-298 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 7.84 (d, 1H), 7.65 (d, 1H), 7.35 (d, 2H), 7.18 (d, 2H), 6.53 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H), 2.38 (s, 3H).

[0151] Compound 1-299 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.84 (d, 1H), 7.66 (d, 1H), 7.47-7.49 (m, 2H), 7.09 (t, 2H), 6.58 (d, 1H), 5.06 (s, 2H), 4.06 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H).

[0152] Compound 1-300 (600 MHz, CDCl.sub.3): 8.17-8.19 (m, 2H), 7.67 (d, 1H), 7.42 (d, 1H), 7.31-7.34 (m, 1H), 7.18-7.26 (m, 2H), 6.51 (d, 1H), 5.07 (s, 2H), 4.07 (s, 3H), 3.49 (s, 3H), 3.24 (s, 3H), 2.41 (s, 3H).

[0153] Compound 1-301 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 8.04 (d, 1H), 7.65 (d, 1H), 7.34-7.40 (m, 2H), 6.88-6.94 (m, 2H), 6.66 (d, 1H), 5.07 (s, 2H), 4.06 (s, 3H), 3.81 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H).

[0154] Compound 1-302 (600 MHz, CDCl.sub.3): 7.88 (d, 1H), 7.80 (d, 1H), 7.50-7.51 (m, 2H), 7.44-7.46 (m, 1H), 7.39-7.41 (m, 2H), 7.19 (d, 1H), 6.86 (d, 1H), 4.21 (t, 2H), 3.99 (s, 3H), 3.82 (t, 2H), 3.61 (q, 2H), 3.26 (s, 3H), 2.55 (s, 3H), 1.26 (t, 3H).

[0155] Compound 1-303 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.97 (d, 1H), 7.66 (d, 1H), 7.39-7.46 (m, 2H), 7.14-7.19 (m, 1H), 7.06-7.12 (m, 1H), 6.70 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

[0156] Compound 1-304 (600 MHz, CDCl.sub.3): 8.19-8.23 (m, 1H), 8.18 (d, 1H), 7.71 (d, 1H), 7.67 (d, 1H), 7.51-7.61 (m, 3H), 6.67 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

[0157] Compound 1-305 (600 MHz, CDCl.sub.3): 8.27 (d, 1H), 8.17 (d, 1H), 7.66 (d, 1H), 7.50 (d, 1H), 7.42 (d, 1H), 7.33-7.38 (m, 1H), 7.26-7.30 (m, 1H), 6.67 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

[0158] Compound 1-306 (600 MHz, CDCl.sub.3): 8.24 (d, 1H), 8.18 (d, 1H), 7.66 (d, 1H), 7.62 (d, 1H), 7.49 (d, 1H), 7.30-7.34 (m, 1H), 7.26-7.30 (m, 1H), 6.63 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

[0159] Compound 1-307 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.84 (d, 1H), 7.67 (d, 1H), 7.26-7.29 (m, 4H), 6.57 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H), 2.35 (s, 3H).

[0160] Compound 1-308 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 7.79 (d, 1H), 7.66 (d, 1H), 7.60 (d, 1H), 7.57 (d, 1H), 7.38-7.41 (m, 1H), 7.26-7.29 (m, 1H), 6.68 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

[0161] Compound 1-309 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 7.79 (d, 1H), 7.67 (d, 1H), 7.38-7.46 (m, 2H), 7.30-7.36 (m, 2H), 6.68 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

[0162] Compound 1-310 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 7.89 (d, 1H), 7.65-7.72 (m, 4H), 7.51-7.57 (m, 1H), 6.80 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.46 (s, 3H), 3.23 (s, 3H).

[0163] Compound 1-311 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.82 (d, 1H), 7.66 (d, 1H), 7.34-7.40 (m, 1H), 726-7.28 (m, 1H), 7.12-7.18 (m, 2H), 6.65-6.69 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.46 (s, 3H), 3.23 (s, 3H).

[0164] Compound 1-312 (600 MHz, CDCl.sub.3): 7.91 (d, 1H), 7.81 (d, 1H), 7.51-7.52 (m, 2H), 7.46-7.48 (m, 1H), 7.40-7.45 (m, 2H), 7.17 (d, 1H), 6.88 (d, 1H), 4.15 (t, 2H), 4.00 (s, 3H), 3.66 (t, 2H), 3.38 (s, 3H), 3.22 (s, 3H), 2.51 (s, 3H), 2.12-2.16 (m, 2H).

[0165] Compound 1-313 (600 MHz, CDCl.sub.3): 7.92 (d, 1H), 7.90 (d, 7.79-7.81 (m, 2H), 7.51-7.52 (m, 1H), 7.41-7.46 (m, 2H), 7.16 (d, 1H), 6.88 (d, 1H), 4.07 (t, 2H), 4.00 (s, 3H), 3.47 (t, 2H), 3.36 (s, 3H), 3.22 (s, 3H), 2.51 (s, 3H), 1.93-1.96 (m, 2H), 1.78-1.80 (m, 2H).

[0166] Compound 1-314 (600 MHz, CDCl.sub.3): 8.09 (d, 1H), 8.06 (d, 1H), 7.83 (d, 1H), 7.65-7.66 (m, 2H), 7.41-7.49 (m, 3H), 6.77 (d, 1H), 5.06 (s, 2H), 4.15 (s, 3H), 3.68 (t, 2H), 3.52 (t, 2H), 3.42 (q, 2H), 3.39 (s, 3H), 1.07 (t, 3H).

[0167] Compound 1-315 (600 MHz, CDCl.sub.3): 8.00 (d, 1H), 7.87 (d, 1H), 7.43-7.50 (m, 4H), 7.36-7.42 (m, 2H), 6.63 (d, 1H), 4:33-4.42 (m, 2H), 4.04 (s, 3H), 3.78-3.84 (m, 2H), 3.45 (s, 3H), 3.29 (s, 3H).

[0168] Compound 1-316 (600 MHz, CDCl.sub.3): 8.01 (d, 1H), 7.87 (d, 1H), 7.44-7.48 (m, 41-H), 7.38-7.41 (m, 2H), 6.63 (d, 1H), 4.39 (t, 2H), 4.05 (s, 3H), 3.86 (t, 2H), 3.62 (q, 2H), 3.31 (s, 3H), 1.25 (t, 3H).

[0169] Compound 1-317 (600 MHz, CDCl.sub.3): 7.99 (d, 1H), 7.87 (d, 1H), 7.42-7.47 (m, 4H), 7.37-7.41 (m, 2H), 6.62 (d, 1H), 4.31 (t, 2H), 4.06 (s, 3H), 3.61 (t, 2H), 3.36 (s, 3H), 3.25 (s, 3H), 2.12-2.17 (m, 2H).

[0170] Compound 1-318 (600 MHz, CDCl.sub.3): 7.98 (d, 1H), 7.87 (d, 1H), 7.37-7.48 (m, 6H), 6.62 (d, 1H), 4.17 (t, 2H), 4.05 (s, 3H), 3.24 (s, 3H), 1.91 (q, 2H), 1.06 (t, 3H).

[0171] Compound 1-319 (600 MHz, CDCl.sub.3): 7.98 (d, 1H), 7.87 (d, 1H), 7.37-7.48 (m, 6H), 6.62 (d, 1H), 4.05 (d, 2H), 4.01 (s, 3H), 3.29 (s, 3H), 1.42. (ddd, 1H), 0.60-0.70 (m, 2H), 0.43 (dt, 2H).

[0172] Compound 2-7 (600 MHz, CDCl.sub.3): 7.86 (d, 1H), 7.27 (d, 1H), 6.76-6.78 (m, 1H), 4.11 (q, 2H), 3.98 (s, 3H), 3.24 (s, 3H), 2.44 (s, 3H), 2.09-2.13 (m, 2H), 1.99-2.06 (m, 2H), 1.49 (t, 3H), 1.43-1.47 (m, 4H).

[0173] Compound 2-9 (600 MHz, CDCl.sub.3): 7.84 (d, 1H), 7.25 (d, 1H), 6.61-6.63 (m, 1H), 4.11 (q, 2H), 3.97 (s, 3H), 3.25 (s, 3H), 2.46-2.48 (m, 2H), 2.45 (s, 3H), 2.34-2.40 (m, 2H), 1.83-1.88 (m, 2H), 1.48 (t, 3H),

[0174] Compound 2-13 (600 MHz, CDCl.sub.3): 7.90 (d, 1H), 7.37 (d, 1H), 6.76-6.77 (m, 1H), 4.48 (q, 2H), 3.98 (s, 3H), 3.26 (s, 3H), 2.49 (s, 3H), 2.12-2.16 (m, 2H), 205-2.09 (m, 2H), 1.47-1.55 (m, 4H).

[0175] Compound 2-15 (600 MHz, CDCl.sub.3): 7.89 (d, 1H), 7.38 (d, 1H), 6.61-6.63 (m, 1H), 4.49 (q, 2H), 3.98 (s, 3H), 3.26 (s, 3H), 2.50 (s, 3H), 2.47-2.49 (m, 2H), 2.37-2.41 (m, 2H), 1.86-1.91 (m, 2H).

[0176] Compound 2-19 (600 MHz, CDCl.sub.3): 7.88 (d, 1H), 7.29 (d, 1H), 6.78-6.80 (m, 1H), 4.24 (t, 2H), 3.99 (s, 3H), 3.81 (t, 2H), 3.48 (s, 3H), 3.29 (s, 3H). 2.50 (s, 3H), 2.01-2.16 (m, 4H), 1.33-1.53 (m, 4H).

[0177] Compound 2-21 (600 MHz, CDCl.sub.3): 7.85 (d, 1H), 7.30 (d, 1H), 6.59-6.64 (m,1H), 4.19-4.25 (m, 2H), 3.97 (s, 3H), 3.78-3.83 (m, 2H), 3.47 (s, 3H), 3.28 (s, 3H), 2.48 (s, 3H), 2.43-2.48 (m, 2H), 2.31-2.40 (m, 2H), 1.80-1.90 (m, 2H).

[0178] Compound 2-37 (600 MHz, CDCl.sub.3): 8.06 (d, 1H), 7.61 (d, 1H), 6.79-6.82 (m, 1H), 4.61 (t, 2H), 4.01 (s, 3H), 3.36 (brs, 2H), 3.19 (s, 3H), 2.44 (s, 3H), 2.13-2.15 (m, 2H), 2.02-2.04 (m, 2H), 1.48-1.54 (m, 4H).

[0179] Compound 2-43 (600 MHz, CDCl.sub.3): 7.98 (d, 1H), 7.37 (d, 1H), 6.77-6.78 (m, 1H), 3.99 (s, 3H), 3.10 (s, 3H), 2.69 (s, 3H), 2.44 (s, 3H), 2.12-2.13 (m, 2H), 2.00-2.01 (m, 2H), 1.46-1.47 (m, 4H).

[0180] Compound 2-55 (600 MHz, CDCl.sub.3): 7.99 (d, 1H), 7.43 (d, 1H), 6.74 (d, 11-H), 4.07 (s, 3H), 4.03 (s, 3H), 3.25 (s, 3H), 2.10-2.15 (m, 2H), 1.96-2.00 (m, 2H), 1.47 (q, 4H).

[0181] Compound 2-61 (600 MHz, CDCl.sub.3): 7.96 (d, 1H), 7.40 (d, 1H), 6.72 (d, 1H), 4.27 (q, 2H), 4.01 (s, 3H), 3.24 (s, 3H), 2.07-2.12 (m, 2H), 1.96-2.00 (m, 2H), 1.48 (t, 3H), 1.44 (qd, 4H).

[0182] Compound 2-97 (6001\i1Hz, CDCl.sub.3): 8.13 (d, 1H), 7.55 (d, 1H), 6.74 (s, 1H), 4.06 (s, 3H), 3.15 (s, 3H), 2.81 (s, 3H), 2.11-2.12 (m, 2H), 2.01-2.02 (m, 2H), 1.46-1.48 (m, 1H).

[0183] Compound 2-103 (600 MHz, CDCl.sub.3): 8.18 (d, 1H), 7.68 (d, 1H), 6.75 (s, 1H), 5.08 (s, 2H), 4.06 (s, 3H), 3.51 (s, 3H), 3.26 (s, 3H), 2.11-2.12 (m, 2H), 1.99-2.00 (m, 2H), 1.44-1.46 (m, 4H).

[0184] Compound 2-104 (600 MHz, CDCl.sub.3): 8.16 (d, 1H), 7.58 (d, 1H), 5.61-5.69 (m, 2H), 5.05 (s, 2H), 4.03 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H), 2.84-2.89 (m, 1H), 1.99-2.32 (m, 5H), 1.66-1.73 (m, 1H).

[0185] Compound 2-105 (600 MHz, CDCl.sub.3): 8.20 (d, 1H), 7.68 (d, 1H), 6.51-6.54 (m, 1H), 5.0$ (s, 2H), 406 (s, 3H), 3.50 (s, 3H), 3.26 (s, 3H), 2.43-2.46 (m, 2H), 2.29-2.32 (m, 2H), 1.83-1.88 (m, 2H).

[0186] Compound 2-106 (600 MHz, CDCl.sub.3): 8.17 (d, 1H), 7.58 (d, 1H), 5.61 (s, 2H), 5.06 (s, 2H), 4.05 (s, 3H), 3.46-3.51 (m, 4H), 3.25 (s, 3H), 2.69-2.72 (m, 2H), 2.52-2.57 (m, 2H).

[0187] Compound 2-235 (600 MHz, DMSO-d.sub.6): 8.09 (d, 1H), 7.93 (d, 1H), 6.82-680 (m,1H), 4.95 (s, 2H), 4.45 (s, 3H), 3.40 (s, 3H), 3.36 (s, 3H), 2.10-2.06 (m, 2H), 1.92-1.86 (m, 2H), 1.36-1.28 (m, 4H).

[0188] Compound 2-237 (600 MHz, DMSO-d.sub.6): 8.07 (d, 1H), 7.94 (d, 1H), 6.66-6.63 (m,1H), 4.95 (s, 2H), 4.44 (s, 3H), 3.40 (s, 3H), 3.36 (s, 3H), 2.40-2.36 (m, 2H), 2.25-2.21 (m, 2H), 1.72-1.67 (m, 2H).

[0189] Compound 2-265 (600 MHz, DMSO-d.sub.6): 8.38 (s, 1H), 8.32 (d, 1H), 8.27 (d, 1H), 6.72 (s, 1H), 4.15 (s, 3H), 3.40 (s, 3H), 1.92-1.99 (m, 4H), 1.31-1.35 (m, 4H).

[0190] Compound 2-266 (600 MHz, DMSO-d.sub.6): 8.38 (s, 1H), 8.29 (d, 1H), 8.25 (d, 1H), 6.48 (s, 1H), 4.16 (s, 3H), 3.38 (s, 3H), 2.33-2.35 (m, 2H), 2.13-2.21 (m, 2H), 1.69-1.74 (m, 2H).

[0191] Compound 2-267 (600 MHz, CDCl.sub.3): 8.16 (d, 1H), 7.76 (dd, 1H), 7.56 (d, 1H), 6.45 (t, 1H), 4.18 (s, 3H), 1.99-2.02 (m, 4H), 1.47-1.50 (m, 2H), 1.41-1.44 (m, 2H).

[0192] Compound 2-268 (600 MHz, CDCl.sub.3): 7.48 (d, 1H), 7.43 (d, 1H), 7.36 (dd, 1H), 6.73 (t, 1H), 3.98 (s, 3H), 2.09-2.10 (m, 2H), 2.01-2.02 (m, 2H), 1.43-1.47 (m, 4H).

[0193] Compound 2-269 (600 MHz, CDCl.sub.3): 8.02 (s, 1H), 7.97 (d, 1H), 7.77 (d, 1H), 6.73 (s, 1H), 4.05 (s, 3H), 3.12 (s, 3H), 2.12-2.13 (m, 2H), 2.03-2.04 (m, 2H), 1.49-1.50 (m, 4H).

[0194] Compound 2-270 (600 MHz, CDCl.sub.3): 8.14 (d, 1H), 7.63 (d, 1H), 6.71 (t, 1H), 5.13 (s, 2H), 4.02 (s, 3H), 3.75 (t, 2H), 3.53 (t, 2H), 3.30 (s, 3H), 3.27 (s, 3H), 2.06-2.07 (m, 2H), 1.94-1.96 (m, 2H), 1.39-1.40 (m, 4H).

[0195] Compound 2-271 (600 MHz, CDCl.sub.3): 8.27 (d, 1H), 8.24 (dd, 1H), 7.74 (d, 1H), 6.70 (t, 1H), 4.03 (s, 3H), 2.11-2.12 (m, 2H), 2.01-2.02 (m, 2H), 1.45-1.51 (m, 4H).

[0196] Compound 2-274 (600 MHz, CDCl.sub.3): 7.86 (d, 1H), 7.28 (d, 1H), 6.74-6.79 (m, 1H), 419-4.25 (m, 2H), 3.98 (s, 3H), 3.80-3.85 (m, 2H), 3.56-3.65 (m, 2H), 3.28 (s, 3H), 2.48 (s, 3H), 2.08-2.16 (m, 2H), 1.98-2.07 (m, 2H), 1.41-1.49 (m, 4H), 1.17-1.26 (m, 3H).

[0197] Compound 2-275 (600 MHz, CDCl.sub.3): 7.85 (d, 1H), 7.29 (d, 1H), 6.60-6.64 (m, 1H), 4.20-4.25 (m, 2H), 3.97 (s, 3H), 3.8-3.85 (m, 2H), 3.57-3.65 (m, 2H), 3.29 (s, 3H), 2.49 (s, 3H), 2.44-2.48 (m, 2H), 2.35-2.40 (m, 2H), 1.80-1.90 (m, 2H), 1.18-1.28 (m, 3H).

[0198] Compound 2-276 (600 MHz, CDCl.sub.3): 8.06 (s, 1H), 7.68-7.69 (m, 1H), 7.63-7.64 (m, 1H), 6.83 (s, 1H), 4.07 (s, 3H), 3.24 (s, 3H), 2.04-2.13 (m, 4H), 1.41-1.51 (m, 4H).

[0199] Compound 2-277 (600 MHz, CDCl.sub.3): 7.82 (d, 1H), 7.25 (d, 1H), 6.61-6.64 (m, 1H), 4.00-4.04 (m, 2H), 3.97 (s, 3H), 3.20 (s, 3H), 2.46-2.50 (m, 2H), 2.45 (s, 3H), 1.84-1.92 (m, 4H), 1.59-1.63 (m, 2H), 1.07 (t, 3H).

[0200] Compound 2-278 (600 MHz, CDCl.sub.3): 7.84 (d, 1H), 7.25 (d, 1H), 6.76-6.77 (m, 1H), 4.01-4.03 (m, 2H), 3.98 (s, 3H), 3.24 (s, 1H), 2.44 (s, 3H), 2.10-2.16 (m, 2H), 2.00-2.06 (m, 2H), 1.84-1.94 (m, 2H), 1.43-1.51 (m, 4H), 1.08 (t, 3H).

[0201] Compound 2-279 (600 MHz, CDCl.sub.3): 8.11 (d, 1H), 8.08 (d, 1H), 686-687 (m, 1H), 5.00 (s, 2H), 4.12 (s, 3H), 3.54 (t, 2H), 3.89 (s, 3H), 2.03-2.04 (m, 2H), 1.89-1.90 (m, 2H), 1.56-1.57 (m, 2H), 1.28-1.30 (m, 4H), 0.88 (t, 3H).

[0202] Compound 2-280 (600 MHz, CDCl.sub.3): 8.01 (d, 1H), 7.44 (d, 1H), 6.71-6.73 (m, 1H), 4.39 (t, 2H), 4.03 (s, 3H), 3.87 (t, 2H), 3.62 (q, 2H), 3.31 (s, 3H), 2.12-2.14 (m, 2H), 2.02-2.04 (m, 2H), 1.49-1.52 (m, 4H), 1.25 (t, 3H).

[0203] Compound 2-281 (600 MHz, CDCl.sub.3): 7.99 (d, 1H), 7.42 (d, 1H), 6.73-6.75 (m, 1H), 4.33 (t, 2H), 4.03 (s, 3H), 3.61 (t, 2H), 3.37 (s, 3H), 3.26 (s, 3H), 2.15-2.19 (m, 2H), 2.13-2.15 (m, 2H), 2.02-2.04 (m, 2H), 1.48-1.52 (m, 4H).

[0204] Compound 2-282 (600 MHz, CDCl.sub.3): 7.94 (d, 1H), 7.39 (d, 1H), 6.70 (q, 1H), 4.05 (qt, 2H), 3.99 (s, 3H), 3.22 (s, 3H), 2.04-2.11 (m, 2H), 1.96-2.00 (m, 2H), 1.81-1.93 (m, 2H), 1.44 (qd, 4H), 1.03 (tt, 3H).

[0205] Compound 2-283 (600 MHz, CDCl.sub.3): 7.97 (d, 1H), 7.40 (d, 1H), 6.72 (tt, 1H), 4.05 (d, 2H), 4.01 (s, 3H), 3.29 (s, 3H), 2.08-2.13 (m, 2H), 2.00 (t, 2H), 1.38-1.49 (m, 5H), 0.61-0.68 (m, 2H), 0.43 (dt, 2H).

[0206] Compound 3-217 (600 MHz, CDCl.sub.3): 8.09 (d, 1H), 7.91 (d, 1H), 7.77 (d, 1H), 7.43-7.50 (m, 3H), 7.35-7.42 (m, 2H), 6.51 (d, 1H), 4.07 (s, 3H).

[0207] Compound 3-218 (600 MHz, CDCl.sub.3): 8.65 (d, 1H), 7.96-8.01 (m, 1H), 7.92 (d, 1H), 7.37-7.53 (m, 6H), 6.61 (d, 1H), 3.98 (s, 3H).

[0208] Compound 3-219 (600 MHz, CDCl.sub.3): 8.23-8.27 (m, 1H), 7.92 (d, 1H), 7.84 (d, 1H), 7.49-7.53 (m, 2H), 7.37-7.47 (m, 3H), 6.76 (d, 1H), 4.03 (s, 3H), 2.56 (s, 3H).

[0209] Compound 3-220 (600 MHz, CDCl.sub.3): 8.86 (d, 1H), 8.76-8.79 (m, 1H), 8.04 (d, 1H), 7.92 (d, 1H), 7.48-7.53 (m, 2H), 7.37-7.47 (m, 1H), 6.71 (d, 1H), 4.00 (s, 3H).

[0210] Compound 4-248 (600 MHz, CDCl.sub.3): 8.10 (d, 1H), 7.79 (d, 1H), 6.62-6.65 (m, 1H), 4.06 (s, 3H), 2.10-2.15 (m, 2H), 2.02-2.08 (m, 2H), 1.58-1.70 (m, 2H), 1.49-1.52 (m, 2H).

[0211] Compound 4-249 (600 MHz, CDCl.sub.3): 8.11 (d, 1H), 7.80 (d, 1H), 6.50-6.52. (m, 1H), 4.06 (s, 3H), 2.42-2.49 (m, 2H), 2.24-2.32 (m, 2H), 1.84-1.93 (m, 2H).

BIOMETRIC TEST EXAMPLES

Embodiment 4 Determination of Herbicidal Activity

[0212] Seeds of broadleaf weeds (zinnia and piemarker) or grassy weeds (green bristlegrass and barnyard grass) are respectively sown in a paper cup having a diameter of 7 cm and containing nutrient soil; after sowing, the seeds are covered with 1 cm of soil; the soil is pressed and watered, and then the seeds are cultivated in a greenhouse according to a conventional method; and stems and leaves are sprayed after 2-3 leaf stage of the weeds.

[0213] After the original medicinal acetone was dissolved, the test requires to use 1% of Tween 80 to stand in running water to prepare the solution to be tested with a required concentration. According to the design dose of the test, spray treatment was carried out on a track-type crop sprayer (designed and produced by British Engineer Research Ltd.) (spray pressure is 1.95 kg/cm.sup.2, spray volume is 50 L/hm.sup.2 and track speed is 1.48 km/h). The test was repeated for three times. The test material was treated and then placed in an operation hall. The medicinal liquid was naturally dried in the shade, and then was placed in a greenhouse and managed according to the conventional method, The response of the weeds to the drug was observed and recorded, After treatment, the control effects of the test drug on the weeds were visually inspected regularly, expressed by 0-100%. “0” represents no control effect and “100%” represents complete killing.

[0214] The test results show that the compounds of the formula I generally have high control effects on various weeds, Part of the test compounds, such as compounds 1-1, 1-8, 1-15, 1-17, 1-19, 1-24, 1-41, 1-53, 1-95, 1-100, 1-296, 2-7, 2-9, 2-13, 2-15, 2-19, 2-43, 2-97, 2-103, 2-104, 2-105, 2-106, 2-115, 2-265, 2-266, 2-267, 2-268, 2-269 and 2-270, have good control effects on zinnia, piemarker, green bristlegrass or barnyard grass at the application dose of 600 g a.i./hm.sup.2, and the control effects are greater than or equal to 90%.

[0215] According to the above test method, part of the compounds of the formula I and KC are selected for activity test of controlling the zinnia. The results are shown in Table 5.

TABLE-US-00005 TABLE 5 Zinnia Control Activity of Part of Compounds of Formula I and Reference Compound KC (after emergence, control effect %) dose g a.i./hm.sup.2 Compound 600 150 37.5 1-1 100 100 100 1-8 100 95 90 1-19 100 95 95 1-24 100 100 100 1-95 100 100 100 2-13 100 100 100 2-15 100 100 100 2-97 100 100 100 2-103 100 95 90 2-106 100 100 100 2-265 100 100 95 2-266 100 98 95 KC / 90 65 “/” in the table indicates no test.

[0216] According to the above test method, part of the compounds of the formula I and KC are selected for activity test of controlling the piemarker. The results are shown in Table 6.

TABLE-US-00006 TABLE 6 Piemarker Control Activity of Part of Compounds of Formula I and Reference Compound KC (after emergence, control effect %) dose g a.i./hm2 Compound 600 150 37.5 1-1 100 100 100 1-8 100 100 100 1-19 98 90 90 1-24 100 100 100 2-97 100 100 95 2-103 100 100 95 2-265 95 95 90 2-266 100 95 90 2-269 100 95 90 2-270 100 98 90 KC / 85 60 “/” in the table indicates no test.

[0217] At the same time, part of compounds of the formula I are further subjected to the activity test of controlling piemarker in a smaller dose. Namely, under the dose of 18.75 g a.i./hm.sup.2, the compounds have obvious effects, wherein the control effects of 1-1, 1-8, 1-19, 1-24, 2-103, 2-265 and 2-266 are greater than or equal to 70%. The control effects of 2-265 and 2-266 can reach 90%.

[0218] According to the above test method, part of the compounds of the formula I and KC are selected for the activity test of controlling the green bristlegrass. The results are shown in Table 7.

TABLE-US-00007 TABLE 7 Green Bristlegrass Control Activity of Part of Compounds of Formula I and Reference Compound KC (after emergence, control effect %) dose g a.i./hm2 Compound 600 150 37.5 2-15 100 100 90 2-97 100 95 80 2-103 95 90 80 2-265 95 90 80 2-266 100 95 90 2-270 98 95 90 KC / 70 45 “/” in the table indicates no test.

[0219] According to the above test method, part of the compounds of the formula I and KC are selected for the activity test of controlling the barnyard grass. The results are shown in Table 8.

TABLE-US-00008 TABLE 8 Barnyard Grass Control Activity of Part of Compounds of Formula I and Reference Compound KC (after emergence, control effect %) dose g a.i./hm2 Compound 600 150 37.5 1-24 100 95 95 1-100 100 100 100 1-296 100 100 100 2-13 100 100 80 2-15 100 100 85 2-19 100 100 90 2-97 100 95 90 2-103 100 90 80 2-105 100 90 90 2-265 95 95 95 2-266 95 90 85 2-269 95 90 80 2-270 100 95 90 KC / 65 50 “/” in the table indicates no test.

[0220] To sum up, the alkene-containing amide compound of the present invention has excellent herbicidal activity, also has high herbicidal activity at a lower dosage, and can be used for agriculturally controlling various weeds.