新型酰胺类杀虫剂Cyclaniliprole的合成

Synthetic Process of Novel Pesticides Cyclaniliprole

【目的】改进合成工艺，提高总收率。【方法】以环丙基甲基酮为起始原料，在甲酸存在下与甲酰胺反应，然后盐酸水解得到1-环丙基乙胺；环丙基乙胺与2-硝基-5-氯苯甲酸经酰化反应，硝基还原和溴化得到2-氨基-3-溴-5-氯-AL（1-环丙基乙基）苯甲酰胺；然后与3-溴-1-（3-氯吡啶-2-基）-1H-吡唑-5甲酸在0～5℃下滴加甲基磺酰氯反应得到产品cyclanilipmk，总收率27％。【结果】经＇HNMR光谱鉴定，产品结构与cyclanilipmle-致。【结论】该工艺简单经济，条件温和，适合工业化生产。

[Aims] This paper aims to improve synthetic process and to raise yield ofcyclaniliprole. [Methods] 1-Cyclopropyl methyl keton was reacted with formamide in the present of formic acid, followed by hydrochloric acid hydrolysis to give 1-cyclopropylethylamine. Then 2-amino -3-bromo-chloro-N- （1-cyclopropyl-ethyl）benzamide was prepared by the reaction of 5-chloro-2-nitrobenzic acid with 1-cyclopropylethyl amine, followed by nitro reduction with iron powder, brominated with bromine; cyclaniliprole was achieved from 3-bromo-1-（3-chloro-2-pyridinyl）-1H-pyrazole-5-carboxylic acid and 2-amino-3-bromo-chloro-N-（1-cyclopropylethyl）benzamide by dropping methanesulfonyl chloride at 0-5℃. The total yield was 27% and the purity of the production was 96.1%. [Results] The product thus obtained was identified with 1H-NMR. [Conclusions] This process is simple, warm and economical, which is suitable for industrial scale manufacture.