Substituted isoxazoline compound and pest control agent

An isoxazoline and compound technology, which is applied in the field of pest control agents and can solve problems such as unknown usefulness of pest control agents

Active Publication Date: 2012-11-14
NISSAN CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no disclosure about the substituted 4-(5-substituted-5-substituted aryl-4,5-dihydroisoxazol-3-yl)benzylamine compound of the present invention, and the compound is used as a pest control agent The usefulness of is also completely unknown

Method used

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  • Substituted isoxazoline compound and pest control agent
  • Substituted isoxazoline compound and pest control agent
  • Substituted isoxazoline compound and pest control agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0785] [synthesis example]

Synthetic example 1

[0788] Step 1: Preparation of 3,5-dichloro-1-(1-trifluoromethylvinyl)benzene

[0789] In a solution of 25.0 g of 3,5-dichlorophenylboronic acid in 200 ml of tetrahydrofuran and 100 ml of water, add 27.5 g of 2-bromo-3,3,3-trifluoropropene, 38.0 g of potassium carbonate and 1.84 g of dichlorobis(trifluoropropene) Phenylphosphine) palladium (II), stirred under reflux for 3 hours. After the reaction was complete, let cool to room temperature, add 500ml of ice water, and extract with ethyl acetate (500ml×1). The organic layer was washed with water, dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography eluting the residue with hexane to obtain 25.7 g of the target product as a colorless oil.

[0790] 1 H NMR (CDCl 3 , Me 4 Si, 300MHz) δ7.41(t, J=2.0Hz, 1H), 7.3-7.35(m, 2H), 6.05(q, J=3.2Hz, 1H), 5.82(q, J=3.2Hz, 1H) .

[0791] Step 2: Preparation of methyl 4-[5-(3,5-dichlorop...

Synthetic example 2

[0827] 0.20 g of 2,2,2-trifluoroethylamine was added to a solution of 0.32 g of 1,1,-carbonyldi-1H-imidazole in 7.0 mL of tetrahydrofuran, and the mixture was stirred at room temperature for 1.5 hours. Next, to this reaction mixture was added 0.39 g of 3-[4-(aminomethyl)phenyl]-5-(3,5-dichlorophenyl)-5- A 5.0 mL solution of trifluoromethyl-4,5-dihydroisoxazole in tetrahydrofuran was stirred at room temperature for a further 2.5 hours. After completion of the reaction, the reaction mixture was diluted with 20 mL of ethyl acetate, washed with water (15 mL×2), dehydrated and dried using saturated brine and anhydrous magnesium sulfate in sequence, and the solvent was distilled off under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (YFLC-Wprep, Yamazen Co., Ltd.) eluting with ethyl acetate-hexane (gradient 1:8 to 1:1) to obtain 0.43 g of the desired product as a resinous mass.

[0828] 1 H NMR (CDCl 3 , Me 4Si, 300MHz) δ7.63(d...

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PUM

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Abstract

The invention provides a novel harmful biological pesticide, particularly an insecticide or an acaricide. The substituted isoxazoline compound represented as the general formula (1) and a salt thereof are provided, wherein A1 , A2 and A3 independently of one another are carbon atom or nitrogen atom; G is benzene ring, etc.; L is -CH2-, -C(CH3)-, -CH(CN)-, etc.; X is halogen atom, C1-C6 haloalkyl, etc.; Y is halogen atom, C1-C6 alkyl, etc.; R 1 is -C(O)R1a , -C(O)OR1a , -C(O)NHR 1a , etc.; R 2 is hydrogen atom; C1-C6 haloalkyl; -C1-C4 are alkoxy (C1-C4) alkyl, cyano (C1-C6) alkyl, C3-C6 alkenyl, C3-C6 alkynyl, -C(O)R15 , -C(O)OR15, etc.; R 3 is C1-C6 haloalkyl, etc.; m is an integer of 0 to 5; n is an integer of 0 to 4.

Description

Technical field [0001] The present invention relates to novel substituted isoxazoline compounds and salts thereof, and pest control agents characterized by containing the compounds as active ingredients. The pest control agent of the present invention refers to an agent for controlling internal or external parasites of mammals or birds that are domestic animals or pets in the fields of agriculture and horticulture or livestock and hygiene fields, or sanitary pests for household and work use, and unpleasant pests. A pest control agent that targets harmful arthropods such as Pest Control Agent). In addition, the pesticide of the present invention refers to insecticides and acaricides, nematicides, herbicides, fungicides, etc. in the agricultural and horticultural fields. Background technique [0002] As for the substituted isoxazoline compounds so far, it is known that 4-(5-substituted-5-substituted aryl-4,5-dihydroisoxazol-3-yl)benzamide compounds show activity against harmf...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D261/04C07D413/04C07D413/10C07D413/12C07D417/10A01N43/80A01P7/02A01P7/04C07C251/48
CPCC07D261/04C07D413/04C07D413/10C07D413/12C07D417/10C07C251/48A01N43/80A61P33/14
Inventor 三田猛志前田兼成菰田充阳
Owner NISSAN CHEM CORP
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