CN102993054B - Benzamide derivative and preparation method and application thereof - Google Patents

Benzamide derivative and preparation method and application thereof Download PDF

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CN102993054B
CN102993054B CN201210411870.9A CN201210411870A CN102993054B CN 102993054 B CN102993054 B CN 102993054B CN 201210411870 A CN201210411870 A CN 201210411870A CN 102993054 B CN102993054 B CN 102993054B
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general formula
group
hydrogen atom
compound
phenyl
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CN102993054A (en
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冯启
袁静
张红敏
邢家华
彭伟立
孔小林
陈杰
黄红英
付庆
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Zhejiang Chemical Industry Research Institute Co Ltd
Sinochem Corp
Sinochem Lantian Co Ltd
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Zhejiang Chemical Industry Research Institute Co Ltd
Sinochem Lantian Co Ltd
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Abstract

The invention discloses a benzamide derivative or the agriculturally applicable salt thereof demonstrated as general formula (1) and various substituent groups are specified in the specification. The invention also provides a method for preparing the benzamide derivative. The benzamide derivative provided by the invention is applicable to agricultural insecticide.

Description

Benzamide derivatives, its preparation method and application
Technical field
The present invention relates to a kind of agricultural chemical insecticide, particularly relate to a class benzamide derivatives.
Background technology
The resistance to insecticides caused due to the long-term use of sterilant and ecological environment problem, force scientists constantly to be studied, and then develop more efficient, low toxicity, low cost, environmentally safe and have the insecticide variety of the mode of action not of the same race.
Patent WO2005021488, WO205073165, WO2006137376, WO2006137395, JP2006225340, JP2006306771, WO2007013150, WO2007013332, WO2007017075, JP2007099761, WO2007128410, JP2007119416, JP2007302617, WO2008000438, WO2008012027, WO2008074427, WO2008075453, WO2008075454, WO2008075459, WO2008075465, WO2008107091, WO2009049844, WO2009049845, WO2009080203, JP2009209090, WO2010127926, WO2010127927, WO2010127928, WO2011095462, WO2011113756, US20120022263 reports a class 3-amide group benzamide derivatives and has insecticidal activity, can be used as sterilant.
In prior art, preparation and the insecticidal activity thereof of benzamide derivatives as representative of the present invention have no report.
Summary of the invention
The object of the present invention is to provide a kind of benzamide derivatives of novel structure or its salt be agriculturally suitable for, there is following general formula (I):
Wherein:
R 1and R 2be selected from hydrogen atom, C independently of each other 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group, C 1-C 6halogenated alkoxy, halogen atom, nitro, cyano group, vinyl or ethynyl;
R 3and R 4be selected from hydrogen atom, C independently of each other 1-C 6alkyl or C 1-C 6haloalkyl;
R 5be selected from hydrogen atom, C 1-C 6alkyl, C 1-C 6haloalkyl or the phenyl replaced by 1 ~ 5 substituting group or benzyl, the substituting group in the described phenyl that replaced by 1 ~ 5 substituting group or benzyl is independently selected from hydrogen atom, halogen atom, C 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group, C 1-C 6halogenated alkoxy, C 1-C 6carbalkoxy, C 1-C 6haloalkoxycarbonyl, nitro, cyano group, vinyl or ethynyl;
X is selected from hydrogen atom, halogen atom, nitro, cyano group, C 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group or C 1-C 6halogenated alkoxy;
N is the integer of 0 ~ 4.
As preferred mode, in benzamide derivatives shown in above-mentioned general formula (I):
R 1and R 2be selected from hydrogen atom, methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, n-pentyl, isopentyl, n-hexyl, cyclohexyl, methoxyl group, trifluoromethoxy, oxyethyl group, positive propoxy, isopropoxy, halogen atom, nitro, cyano group, vinyl or ethynyl independently of each other;
R 3and R 4be selected from hydrogen atom, methyl, ethyl, n-propyl, 2-chloroethyl or 2-bromotrifluoromethane independently of each other;
R 5be selected from hydrogen atom, methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, n-pentyl, isopentyl, n-hexyl, cyclohexyl or the phenyl replaced by 1 ~ 5 substituting group or benzyl, substituting group in the described phenyl that replaced by 1 ~ 5 substituting group or benzyl is independently selected from hydrogen atom, halogen atom, methyl, ethyl, trifluoromethyl, difluoromethyl, seven fluorine sec.-propyls, methoxyl group, trifluoromethoxy, oxyethyl group, phenoxy group, methoxycarbonyl, ethoxycarbonyl, 2,2,2-trifluoroethoxy carbonyl, nitro or cyano group;
X is selected from hydrogen atom, halogen atom, nitro, cyano group, methyl, ethyl, methoxyl group, oxyethyl group, a fluorine methoxyl group, difluoro-methoxy or trifluoromethoxy;
N is the integer of 0 ~ 2.
As further preferred mode, in benzamide derivatives shown in above-mentioned general formula (I):
R 1and R 2be selected from hydrogen atom, methyl, ethyl, sec.-propyl, methoxyl group, oxyethyl group, fluorine, chlorine, bromine or iodine independently of each other;
R 3and R 4be selected from hydrogen, methyl or ethyl independently of each other;
R 5be selected from the phenyl replaced by 1 ~ 5 substituting group, substituting group in the described phenyl replaced by 1 ~ 5 substituting group is independently selected from hydrogen atom, fluorine atom, chlorine atom, bromine atoms, methyl, ethyl, trifluoromethyl, difluoromethyl, seven fluorine sec.-propyls, methoxyl group, trifluoromethoxy, oxyethyl group, phenoxy group, methoxycarbonyl, ethoxycarbonyl, 2,2,2-trifluoroethoxy carbonyl, nitro or cyano group;
X is hydrogen atom;
N is 1.
Present invention also offers the preparation method of the benzamide derivatives that a kind of above-mentioned general formula (I) represents, comprise the following steps:
In general formula (II) and general formula (III), the numerical value of each substituent definition and n and optimal way are as previously mentioned.
Compound shown in compound and general formula (III) shown in general formula (II) in organic solvent, there is no alkali or under having alkali, at-10 DEG C of temperature to organic solvent boiling point used, compound shown in general formula (IV) is prepared in reaction
Shown in described general formula (II), shown in compound and general formula (III), the mol ratio of compound is 0.25 ~ 5.0:1;
Described organic solvent is selected from methylene dichloride, chloroform, tetracol phenixin, ethyl acetate, trichloromethane, ether, benzene,toluene,xylene, hexanaphthene, normal hexane, ethyl acetate, tetrahydrofuran (THF), 1, one in 4-dioxane, DMF and dimethyl sulfoxide (DMSO), more than two or three combination;
Described alkali is selected from triethylamine, pyridine, 1,8-diaza-dicyclo (5,4, O) one in undecylene-7, DMA, sodium hydroxide, potassium hydroxide, sodium carbonate, salt of wormwood, sodium methylate, sodium tert-butoxide and potassium tert.-butoxide, more than two or three combination;
Shown in described alkali and general formula (II), the mol ratio of compound is 0 ~ 1:1.
As preferred mode, in the preparation method of the benzamide derivatives that above-mentioned general formula (I) represents:
Shown in described general formula (II), shown in compound and general formula (III), the mol ratio of compound is 1 ~ 1.2:1;
Described organic solvent is selected from methylene dichloride and/or tetrahydrofuran (THF);
Described alkali is selected from triethylamine and/or pyridine;
Shown in described alkali and general formula (II), the mol ratio of compound is 0 ~ 0.1:1.
Compound shown in the general formula (II) that the present invention uses, can be prepared by method described in patent WO2005021488 and WO2005073165.
Benzamide derivatives described in general formula provided by the invention (I) or its salt be agriculturally suitable for, be suitable for preparing agricultural insecticide.
Embodiment
Below in conjunction with specific embodiment, the present invention is further described, but does not limit the invention to these embodiments.One skilled in the art would recognize that all alternativess, improvement project and the equivalents that present invention encompasses and may comprise in Claims scope.
The preparation of No. 04 compound in embodiment 1 table 1
(1) preparation of N-(2,6-dimethyl-4-sevoflurane isopropyl base)-3-nitrobenzamide:
3-nitrobenzoic acid (17.75g) is dissolved in 100mL methylene dichloride, adds 13.5mL oxalyl chloride and 0.5mL DMF, room temperature reaction 2 hours.Then solvent is sloughed, dissolve with 40mL methylene dichloride, triethylamine (10.74g), 2 is added drop-wise under ice bath, in the 100mL dichloromethane solution of 6-dimethyl-4-sevoflurane isopropyl amine (30.71g), react 1 hour, then successively with 1mol/L hydrochloric acid, saturated sodium bicarbonate aqueous solution washing, anhydrous sodium sulfate drying, the mixed solvent column chromatography of sherwood oil and ethyl acetate obtains 15.50g white solid, fusing point: 191-192 DEG C.Nuclear magnetic data: 1hNMR (400Hz, CDCl 3): δ 8.76 (s, 1H), 8.46 (d, 1H), 8.30 (d, 1H), 7.74 (t, 1H), 7.67 (s, 1H), 7.38 (s, 2H), 2.34 (s, 6H).
(2) preparation of N-(2,6-dimethyl-4-sevoflurane isopropyl base)-3-AB:
N-(2,6-dimethyl-4-sevoflurane isopropyl base)-3-nitrobenzamide (2.69g) is dissolved in 50mL methyl alcohol, add palladium carbon (0.50g, palladium content 5%), normal pressure passes into hydrogen, reacts 12 hours, filter, gained filtrate desolventizing, obtains white solid 2.00g, fusing point: 174-175 DEG C. 1H NMR(400Hz,CDCl 3):δ7.35-7.20(m,6H),6.88(dd,1H),3.84(br s,2H),2.34(s,6H).
(3) N-(2,6-dimethyl-4-sevoflurane isopropyl base)-3-(3-phenylurea) benzamide (compound 04):
N-(2,6-dimethyl-4-sevoflurane isopropyl base)-3-AB (0.147g) is dissolved in 5mL methylene dichloride, adds the triethylamine of catalytic amount, add phenylisocyanate, then stirring at room temperature 3 hours, separates out white solid.Filter, a small amount of washed with dichloromethane filter cake obtains 0.130g white solid, fusing point: 274 DEG C.
According to the preparation method of embodiment 1, derivative 01-90 described in the table 1 adopting different raw materials to prepare, partial derivatives nucleus magnetic hydrogen spectrum data list table 2 in.
Table 1 (R 3, R 4, R 6, X is hydrogen atom)
Sequence number R 1 R 2 R 5 Fusing point (DEG C)
01 CH 3 CH 3 4-chloro-phenyl- 290
02 CH 3 CH 3 3-trifluoromethyl-4-fluorophenyl 253-255
03 CH 3 CH 3 2,4,6-trichlorophenyl 309-311
04 CH 3 CH 3 Phenyl 274
05 CH 3 CH 3 3,4-dichlorophenyl 230-231
06 CH 3 CH 3 2-trifluoromethyl-3-aminomethyl phenyl 283-285
07 CH 3 CH 3 4-nitrophenyl 288-289
08 CH 3 CH 3 4-ethoxyl phenenyl 257-258
09 CH 3 CH 3 2,3-dichlorophenyl 305-306
10 CH 3 CH 3 3-aminomethyl phenyl 257-258
11 CH 3 CH 3 2-chloro-phenyl- 272-275
12 CH 3 CH 3 3-chloro-2-methyl phenyl 270-271
13 CH 3 CH 3 2-p-methoxy-phenyl 188-189
14 CH 3 CH 3 2-aminomethyl phenyl 275-276
15 CH 3 CH 3 4-nitro-2-aminomethyl phenyl 245
16 CH 3 CH 3 2,4 dichloro benzene base 273-274
17 CH 3 CH 3 4-(2,2,2-trifluoro ethoxy carbonyl) phenyl 243-245
18 CH 3 CH 3 2-fluorophenyl 255-256
19 CH 3 CH 3 3,4-3,5-dimethylphenyl 274-275
20 CH 3 CH 3 3,5-difluorophenyl 272-273
21 CH 3 CH 3 3-Trifluoromethoxyphen-l 259-260
22 CH 3 CH 3 3,4-difluorophenyl 279-280
23 CH 3 CH 3 4-sevoflurane isopropyl base 269-270
24 CH 3 CH 3 4-Phenoxyphenyl 260-261
25 CH 3 CH 3 3-difluoro-methoxy phenyl 246-247
26 CH 3 CH 3 2-Trifluoromethoxyphen-l 266-268
27 CH 3 CH 3 3-nitrophenyl 297-298
28 CH 3 CH 3 2-cyano-phenyl 197-198
29 CH 3 CH 3 The bromo-2-cyano-phenyl of 4- 230-233
30 CH 3 CH 3 3-chloro-phenyl- 298-299
31 CH 3 CH 3 The chloro-2-cyano-phenyl of 4- 263-265
32 CH 3 CH 3 2,6-diethyl phenyl 275-276
33 CH 3 CH 3 2,4 difluorobenzene base 183-185
34 CH 3 CH 3 2,5-3,5-dimethylphenyl 266-268
35 CH 3 CH 3 4-aminomethyl phenyl 280-281
36 CH 3 CH 3 2,4-3,5-dimethylphenyl 266-267
37 CH 3 CH 3 4-tert-butyl-phenyl 278-279
38 CH 3 CH 3 3-fluorophenyl 259-260
39 CH 3 CH 3 2-fluorophenyl 255-256
40 CH 3 CH 3 2,6-3,5-dimethylphenyl 283
41 CH 3 CH 3 2,3,4-trifluorophenyl 262-263
42 CH 3 CH 3 2,3-3,5-dimethylphenyl 274-275
43 CH 3 CH 3 3-trifluoromethyl 256
44 CH 3 CH 3CH 2 2,3-3,5-dimethylphenyl 250-251
45 CH 3 CH 3CH 2 3-difluoro-methoxy phenyl 228-229
46 CH 3 CH 3CH 2 2,4 dichloro benzene base 236-237
47 CH 3 CH 3CH 2 2-aminomethyl phenyl 263
48 CH 3 CH 3CH 2 4-Trifluoromethoxyphen-l 224-225
49 CH 3 CH 3CH 2 4-(2,2,2-trifluoro ethoxy carbonyl) phenyl 215
50 CH 3 CH 3CH 2 2-fluorophenyl 252-253
51 CH 3 CH 3CH 2 3,4-difluorophenyl 193-194
52 CH 3 CH 3CH 2 2-chloro-phenyl- 248-249
53 CH 3 CH 3CH 2 3-aminomethyl phenyl 262-263
54 CH 3 CH 3CH 2 2-p-methoxy-phenyl 205-206
55 CH 3 CH 3CH 2 3-chloro-2-methyl phenyl 272-273
56 CH 3 CH 3CH 2 4-nitro-2-aminomethyl phenyl 228-229
57 CH 3 CH 3CH 2 2,3,4-trifluorophenyl 182
58 CH 3 CH 3CH 2 4-trifluoromethoxy 168-169
59 CH 3 CH 3CH 2 4-aminomethyl phenyl 262-263
60 CH 3 CH 3CH 2 3,4-3,5-dimethylphenyl 259-260
61 CH 3 CH 3CH 2 4-sevoflurane isopropyl base 250
62 CH 3 CH 3CH 2 3-trifluoromethyl 269-270
63 CH 3 CH 3CH 2 3-Trifluoromethoxyphen-l 253-254
64 CH 3 CH 3CH 2 2,5-3,5-dimethylphenyl 257-258
65 CH 3 CH 3CH 2 3,4-difluorophenyl 260-261
66 CH 3 CH 3CH 2 3-fluorophenyl 265-266
67 CH 3 CH 3CH 2 4-tert-butyl-phenyl 273-274
68 CH 3 CH 3CH 2 4-Phenoxyphenyl 228-229
69 CH 3 CH 3CH 2 2,4 difluorobenzene base 194-195
70 CH 3 CH 3CH 2 2,4-3,5-dimethylphenyl 266-267
71 CH 3 CH 3CH 2 2,6-diethyl phenyl 268-269
72 CH 3 CH 3CH 2 2,6-3,5-dimethylphenyl 272-273
73 CH 3 CH 3CH 2 3,5-3,5-dimethylphenyl 273-274
74 CH 3 CH 3CH 2 3-nitrophenyl 266-267
75 CH 3 CH 3CH 2 3-trifluoromethyl-2-aminomethyl phenyl 277-278
76 CH 3 CH 3CH 2 Phenyl 269-270
77 CH 3 CH 3CH 2 2-cyano-phenyl 212-213
78 CH 3 CH 3CH 2 4-chloro-phenyl- 254-255
79 CH 3 CH 3CH 2 3,4-dichlorophenyl 284-285
80 CH 3 CH 3CH 2 2,3-dichlorophenyl 134-135
81 CH 3 CH 3CH 2 The chloro-2-cyano-phenyl of 4- 213-214
82 CH 3 CH 3CH 2 2,3,5-trifluorophenyl 274-275
83 CH 3 CH 3CH 2 The chloro-5-trifluoromethyl of 4- 140-141
84 CH 3 CH 3CH 2 The bromo-2-cyano-phenyl of 4- 233-234
85 CH 3 CH 3CH 2 3-chloro-phenyl- 280-281
86 CH 3 CH 3CH 2 Phenyl 128-129
87 CH 3 CH 3CH 2 5-trifluoromethyl-2-fluorophenyl 243
88 CH 3 CH 3CH 2 2,6-dichlor-4-trifluoromethyl phenyl 174-175
89 CH 3 CH 3CH 2 4-nitrophenyl 287-288
90 CH 3 CH 3CH 2 4-methoxycarbonyl phenyl 233-235
Table 2
Embodiment 2
Provide below and use compound provided by the invention to test, verify insect evaluated biological activity, it is to be noted that the present invention is not only confined in the scope of following example.
Derivative (01 ~ 90) in table 1 provided by the invention is dissolved in solvent, water and tensio-active agent respectively, is mixed into homogeneous aqueous phase, during use, is diluted with water to the solution of different concns, tested object and testing method as follows:
Evaluated biological activity to oriental armyworm: supply examination insect to be oriental armyworm (Mythimna separata Walker), the normal population that indoor leaf of Semen Maydis is raised.Adopt leaf dipping method, dipping Maize Seedling leaf, in the solution configured, puts into culture dish after drying, access 3 mid-term in age larva, each concentration repeats 4 times; Contrast acetone soln soaking maize leaf breeding grub; Viewing test result after 24 hours, 48 hours, 72 hours.Completely dead with armyworm larvae, namely with the motionless death standard for larva that writing brush touches.
Test statistics: add up the dead borer population of each process and borer population of living, calculate mortality ratio:
Mortality ratio (%)=[(borer population of living after examination borer population-medicine) ÷ tries borer population] × 100
Under 500mg/L concentration, the mortality ratio of compound 50,54,57,58,69,77,80,83,85,87,90 pairs of mythimna separatas is more than or equal to 70%.

Claims (7)

1. the benzamide derivatives of a class as described in general formula (I) or its salt be agriculturally suitable for:
Wherein:
R 1and R 2be selected from hydrogen atom, C independently of each other 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group, C 1-C 6halogenated alkoxy, halogen atom, nitro, cyano group, vinyl or ethynyl;
R 3and R 4be selected from hydrogen atom, C independently of each other 1-C 6alkyl or C 1-C 6haloalkyl;
R 5be selected from hydrogen atom, C 1-C 6alkyl, C 1-C 6haloalkyl or the phenyl replaced by 1 ~ 5 substituting group or benzyl, the substituting group in the described phenyl that replaced by 1 ~ 5 substituting group or benzyl is independently selected from hydrogen atom, halogen atom, C 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group, C 1-C 6halogenated alkoxy, C 1-C 6carbalkoxy, C 1-C 6haloalkoxycarbonyl, nitro, cyano group, vinyl or ethynyl;
X is selected from hydrogen atom, halogen atom, nitro, cyano group, C 1-C 6alkyl, C 1-C 6haloalkyl, C 1-C 6alkoxyl group or C 1-C 6halogenated alkoxy;
N is the integer of 0 ~ 4.
2. according to benzamide derivatives as described in general formula (I) according to claim 1 or its salt be agriculturally suitable for, described in it is characterized in that:
R 1and R 2be selected from hydrogen atom, methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, n-pentyl, isopentyl, n-hexyl, cyclohexyl, methoxyl group, trifluoromethoxy, oxyethyl group, positive propoxy, isopropoxy, halogen atom, nitro, cyano group, vinyl or ethynyl independently of each other;
R 3and R 4be selected from hydrogen atom, methyl, ethyl, n-propyl, 2-chloroethyl or 2-bromotrifluoromethane independently of each other;
R 5be selected from hydrogen atom, methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, isobutyl-, sec-butyl, the tertiary butyl, n-pentyl, isopentyl, n-hexyl, cyclohexyl or the phenyl replaced by 1 ~ 5 substituting group or benzyl, substituting group in the described phenyl that replaced by 1 ~ 5 substituting group or benzyl is independently selected from hydrogen atom, halogen atom, methyl, ethyl, trifluoromethyl, difluoromethyl, seven fluorine sec.-propyls, methoxyl group, trifluoromethoxy, oxyethyl group, methoxycarbonyl, ethoxycarbonyl, 2, 2, 2-trifluoroethoxy carbonyl, nitro, cyano group, difluoro-methoxy or the tertiary butyl,
X is selected from hydrogen atom, halogen atom, nitro, cyano group, methyl, ethyl, methoxyl group, oxyethyl group, a fluorine methoxyl group, difluoro-methoxy or trifluoromethoxy;
N is the integer of 0 ~ 2.
3. according to benzamide derivatives as described in general formula (I) according to claim 2 or its salt be agriculturally suitable for, described in it is characterized in that:
R 1and R 2be selected from hydrogen atom, methyl, ethyl, sec.-propyl, methoxyl group, oxyethyl group, fluorine, chlorine, bromine or iodine independently of each other;
R 3and R 4be selected from hydrogen atom, methyl or ethyl independently of each other;
R 5the phenyl being selected from hydrogen atom or being replaced by 1 ~ 5 substituting group, substituting group in the described phenyl replaced by 1 ~ 5 substituting group is independently selected from hydrogen atom, fluorine atom, chlorine atom, bromine atoms, methyl, ethyl, trifluoromethyl, difluoromethyl, seven fluorine sec.-propyls, methoxyl group, trifluoromethoxy, oxyethyl group, methoxycarbonyl, ethoxycarbonyl, 2,2,2-trifluoro ethoxy carbonyl, nitro, cyano group, difluoro-methoxy or the tertiary butyl;
X is hydrogen atom;
N is 1.
4., according to benzamide derivatives as described in general formula (I) according to claim 1 or its salt be agriculturally suitable for, it is characterized in that preparing in accordance with the following methods:
In compound shown in general formula (II) and general formula (III), the numerical value of each substituent definition and n is as claim 1.
5. according to benzamide derivatives as described in general formula (I) according to claim 4 or its salt be agriculturally suitable for, it is characterized in that shown in general formula (II), compound shown in compound and general formula (III) in organic solvent, there is no alkali or under having alkali, at-10 DEG C of temperature to organic solvent boiling point used, compound shown in general formula (I) is prepared in reaction
Shown in described general formula (II), shown in compound and general formula (III), the mol ratio of compound is 0.25 ~ 5.0:1;
Described organic solvent is selected from methylene dichloride, chloroform, tetracol phenixin, ethyl acetate, trichloromethane, ether, benzene,toluene,xylene, hexanaphthene, normal hexane, ethyl acetate, tetrahydrofuran (THF), 1, one in 4-dioxane, DMF and dimethyl sulfoxide (DMSO), more than two or three combination;
Described alkali is selected from triethylamine, pyridine, 1,8-diaza-dicyclo (5,4,0) one in undecylene-7, DMA, sodium hydroxide, potassium hydroxide, sodium carbonate, salt of wormwood, sodium methylate, sodium tert-butoxide and potassium tert.-butoxide, more than two or three combination;
Shown in described alkali and general formula (II), the mol ratio of compound is 0 ~ 1:1.
6., according to benzamide derivatives as described in general formula (I) according to claim 5 or its salt be agriculturally suitable for, it is characterized in that:
Shown in described general formula (II), shown in compound and general formula (III), the mol ratio of compound is 1 ~ 1.2:1;
Described organic solvent is selected from methylene dichloride and/or tetrahydrofuran (THF);
Described alkali is selected from triethylamine and/or pyridine;
Shown in described alkali and general formula (II), the mol ratio of compound is 0 ~ 0.1:1.
7., according to the application of the benzamide derivatives described in the general formula (I) one of claim 1 to 6 Suo Shu or its salt be agriculturally suitable for, it is characterized in that for preparing agricultural insecticide.
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