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Mesoion derivative and preparation method and application thereof

A technology of compounds and compositions, applied in the field of pesticides, can solve the problems of unreported mesoionic derivatives and the like

Active Publication Date: 2021-03-05
DONGGUAN HEC PESTICIDES R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 杂环介离子化合物作为杀虫剂是已知的,在现有技术WO09099929、WO11017334、WO11017347、WO11017342、WO12092115、WO12106495、WO12136724、WO14033244、WO14202582、WO14167084、WO16055431、WO16171053和WO17093214均有记载,而本发明 Involved mesoionic derivatives have not been reported in the prior art

Method used

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  • Mesoion derivative and preparation method and application thereof
  • Mesoion derivative and preparation method and application thereof
  • Mesoion derivative and preparation method and application thereof

Examples

Experimental program
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Embodiment 1

[0154] Example 1: 1-((2-chlorothiazol-5-yl)methyl)-3-(2-nitro-1-phenylethyl)-4-oxo-4H-pyrido[1,2 -a] Synthesis of pyrimidin-1-ium-2-alkoxide

[0155]

[0156] N-((2-chlorothiazol-5-yl)methyl)pyridin-2-amine (0.24g, 0.5mmol) and 2-(2-nitro-1-phenylethyl)malonate di( 2,4,6-Trichlorophenyl) ester (0.31g, 0.5mmol) was dissolved in 15mL of toluene solution and reacted at 110°C for 12 hours. The reaction was stopped, the reaction solution was concentrated, and separated by silica gel column chromatography [petroleum ether / ethyl acetate (v / v)=1 / 3] to obtain the target compound (yellow solid, 0.120 g, yield: 54%).

[0157] MS(ES-API,pos.ion)m / z:442.9[M+1] + ;

[0158] 1 H NMR (400MHz, CDCl 3 )δ (ppm): 9.08 (d, J = 7.1Hz, 1H), 7.88–7.79 (m, 1H), 7.63 (s, 1H), 7.57 (d, J = 8.8Hz, 1H), 7.47 (d, J=7.2Hz,2H),7.32–7.29(m,1H),7.28–7.16(m,3H),5.63(s,2H),5.61–5.57(m,1H),5.32–5.24(m,1H) ,5.21–5.16(m,1H).

[0159] Intermediate compounds 1 to 7 and corresponding intermediate compounds ...

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Abstract

The invention relates to a mesoion derivative as well as a preparation method and application thereof. Specifically, the present invention relates to the mesoionic derivative represented by a formula(I) or a stereoisomer of the mesoionic derivative represented by formula (I), a nitrogen oxide or a salt of the derivative, a preparation method of the mesoionic derivative, application of the products as an insecticide in agriculture, a form of an insecticide composition, and a method for killing pests by using the compounds or the composition. R1, R2 and R3 have the meanings described in the invention .

Description

technical field [0001] The invention relates to the field of pesticides, in particular the invention relates to a mesoion derivative, a preparation method of the mesoion derivative and its application as an insecticide in agriculture. Background technique [0002] 杂环介离子化合物作为杀虫剂是已知的,在现有技术WO09099929、WO11017334、WO11017347、WO11017342、WO12092115、WO12106495、WO12136724、WO14033244、WO14202582、WO14167084、WO16055431、WO16171053和WO17093214均有记载,而本发明 The mesoionic derivatives involved have not been reported in the prior art. Contents of the invention [0003] The invention relates to a new mesoionic derivative, which has excellent control effect on pests in agriculture, especially diamondback moth, armyworm, peach aphid, brown planthopper and the like. [0004] specific: [0005] In one aspect, the present invention provides a new mesoionic compound, which is a compound represented by formula (I) or a stereoisomer, nitrogen oxide or a salt thereof: [0006] [0007] in: [0008] R ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/04A01N43/90A01P7/04
CPCC07D471/04A01N43/90
Inventor 李义涛林健肖玉徐俊星武永辉胡晓云
Owner DONGGUAN HEC PESTICIDES R&D CO LTD