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Pyrethroid compound containing difluorochrysanthemic acid structure

A technology of pyrethroid and perfluthrin is applied in the field of pyrethroid compounds and can solve problems such as difficulty in costing new pyrethroid compounds and the like

Inactive Publication Date: 2018-07-06
JIANGSU YANGNONG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, it is becoming more and more difficult to obtain new pyrethroid compounds that can surpass the old varieties in terms of efficacy, toxicity, cost, etc.

Method used

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  • Pyrethroid compound containing difluorochrysanthemic acid structure
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  • Pyrethroid compound containing difluorochrysanthemic acid structure

Examples

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Embodiment 1

[0043] Example 1: Compound A1 of the present invention 2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylic acid-1-ethynyl-2-methylpenta-2 -Synthesis of alkenyl esters

[0044]In a 200ml four-necked bottle, put 6.2g (0.05mol) of 4-methyl-1-yne-4-ene-3-heptanol, 5.0g of pyridine, dissolve in 60ml of dichloroethane, and stir , 9.73g (0.05mol) of 2,2-dimethyl-1R-trans-3-(2,2-difluorovinyl)cyclopropanecarboxylic acid chloride was added dropwise at 0~5°C, and the dropwise temperature rose to 20°C React for 4 hours. Wash with 400ml of 5% hydrochloric acid, and then with 400ml of 5% NaHCO3 Wash, separate the oil layer and heat it to 60°C under a negative pressure of 10mmHg to remove the solvent dichloroethane to obtain the compound 2,2-dimethyl-1R-trans- 3-(2,2-Difluorovinyl)cyclopropanecarboxylic acid-1-ethynyl-2-methylpent-2-enyl ester, after column chromatography treatment, the weight was 11.2g light yellow oily liquid, the content was 98.0%, yield 71.3%. The mole...

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Abstract

The invention discloses a pyrethroid compound containing a difluorochrysanthemic acid structure. The structural formula of the compound is represented by formula A; and the chrysanthemic acid part ofthe compound is a 1R-trans single optical isomer. The compound in the invention has better insecticidal effects on some specific target pests than compounds in the prior art.

Description

technical field [0001] The invention relates to a pyrethroid compound containing a difluchroic acid structure, especially a pyrethroid compound with a specific stereo configuration, a preparation method thereof and an application in pest control. Background technique [0002] Pyrethroid compounds are a class of biomimetic synthetic insecticides that can be used for a variety of pests and have high insecticidal activity. Pyrethroid compounds have the characteristics of high efficiency, low toxicity, low residue and good environmental compatibility, and have been widely used in the field of pest control. [0003] The prior art discloses a variety of pyrethroid compounds, such as pyrethrin, fenvalerate, etc. Although these compounds have good insecticidal activity, with long-term continuous single use, pests have developed resistance to pesticides. Therefore, new compounds need to be developed. [0004] On the other hand, as people's requirements for environmental protection ...

Claims

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Application Information

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IPC IPC(8): C07C69/747C07C67/08A01N53/10A01P7/04
CPCC07C69/747A01N53/00C07C67/08
Inventor 戚明珠沈阳黄成美吕杨贾炜
Owner JIANGSU YANGNONG CHEM
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