四唑虫酰胺的合成方法

The synthesis process of tetraniliprole

[目的]改进四唑虫酰胺的合成工艺,提高收率。[方法]以环氧氯丙烷和丙酮为起始原料,经环化、脱卤、加成、氯化、水解等反应生成关键中间体1-(3-氯吡啶-2-基)-3-{[5-(三氟甲基)-2H-四唑-2-基]甲基}-1H-吡唑-5-羧酸。该中间体在甲基磺酰氯的作用下与该路线的另一个中间体2-氨基-5-氰基-N,3-二甲基苯甲酰胺经酰胺化反应最终得到目标产物四唑虫酰胺。[结果]产物结构经核磁谱图得到了验证。[结论]工艺简单,原料易得,产品容易提纯,总收率达26.84%,适应工业化生产。

[Aims] This paper aims to improve synthetic process and to increase yield. [Methods] Using epichlorohydrin and acetone as starting materials, the key intermediate 1-(3-chloropyridin-2-yl)-3-{[5-(trifluoromethyl)-2 H-tetrazol-2-yl]methyl}-1 H-pyrazole-5-carboxylic acidwas synthesized via cyclization, dehalogenation, addition, hydrolysis and chloration.In the presence of methylsulfonyl chloride, this intermediate wasreacted with 2-amino-5-cyano-N,3-dimethylbenzamide through amidation to give the target producttetraniliprole. [Results] The product thus obtained was identified by 1 H NMR. [Conclusions] This process is simple,warm and economical, which is suitable for industrial scale manufacture, with overall yield reaching 26.84%.