Cyclaniliprole的合成与杀虫活性

以邻硝基苯甲酸为起始原料,经酯化、还原、氯化、溴化、水解、酰化以及缩合反应制得关键中间体2-氨基-3-溴-5-氯-N-(1-环丙基乙基)苯甲酰胺,该中间体进一步与3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-甲酰氯反应合成cyclaniliprole。目标化合物结构经MS和~1H NMR确证。杀虫活性测试结果表明,cyclaniliprole对小菜蛾及黏虫具有优异的杀虫活性,在10 mg/L质量浓度下对小菜蛾和黏虫的防效分别为88.2%和100%。

Synthesis and Insecticidal Activity of Cyclaniliprole

The synthetic method of cyclaniliprole was introduced in this paper. First, 2-amino-3-bromo-5-chloro-N-(1-cyclopropyl-ethyl)benzamide was synthesized using 2-nitrobenzoic acid as starting material, by steps of esterification, reduction, chlorination, bromination, hydrolysis, acylation and condensation. Then, cyclaniliprole was prepared from 2-amino-3-bromo-5-chloro-N-(1-cyclopropyl-ethyl)benzamide and 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-car-bonyl chloride. The structure of the target compound was confirmed by MS and1H NMR. Indoor insecticidal activity test showed that cyclaniliprole had excellent insecticidal activities against diamond back moth and army worm, with the control effects of 88.2% and 100% at the concentration of 10 mg/L.