三氟咪啶酰胺的合成工艺研究

Study on the Synthese of the Insecticides fluazaindolizine

以2,3-二氯-5-三氟甲基吡啶为原料,在氨水作用下,胺解生成2-氨基-3-氯-5-三氟甲基吡啶;然后与溴代丙酸乙酯环化,氢氧化钠水解生成8-氯-6-(三氟甲基)-咪唑[1,2a]吡啶-2-甲酸;最后,在氯化亚砜的作用下,8-氯-6-(三氟甲基)-咪唑[1,2a]吡啶-2-甲酸与2-氯-5-甲氧基苯磺酰胺反应得到目的产物三氟咪啶酰胺。经1HNMR光谱鉴定,产物与三氟咪啶酰胺结构一致。

2-amino-3-chloro-5-trifluoromethylpyridine was prepared by the reaction of 2,3-dichloro-5-trifluoromethylpyridine with aqueous ammonia.Then it was cyclized with ethyl bromopropionate in solution of ethanol,and hydrolyzed in the present of sodium hydroxide to give 8-chloro-6-(trifluoromethyl)-imidazo[1,2a]pyridine-2-carboxylic acid.Finally,under the action of thionyl chloride,8-chloro-6-(trifluoromethyl)-imidazole[1,2a]pyridine-2-carboxylic acid was reacted with 2-chloro-5-methoxybenzenesulfonamide to give the target of fluazaindolizine.Identified by 1H NMR spectrum,the product is consistent with the fluazaindolizine structure.