新型席夫碱2,5-双(5-甲基-3-乙氧甲酰基-1-吡唑基)-2,5-二羰基噻吩的合成

摘要

In search of new antibacterial and anticancer compounds, the intermediate of 5-methyl-3-ethoxycarbonyl pyrazole was prepared using acetone and diethyl oxalate as the starting materials through the four-step reactions including condensation, diazanyl addition reaction, dehydration, cyclocondensation. A novel 2, 5-bis ( 5-methyl-3-ethoxyformyl-l-pyrazolyl-2, 5-dicarbonyl) thiophene was then synthesized by the reaction of 5-methyl-3-ethoxycarbonyl pyrazole with 2, 5-bis (formyl chloride) thiophene. The optimal synthetic conditionts for the target product as validated by one-factor experiment was as follows: reaction temperature, 70 ～ 80 ℃; molar ratio of the reactants, 1: 2 (2, 5-bis( formyl chloride) thiophene: 5-methyl-3-ethoxycarbonyl pyrazole). A yield of 50.6％ was obtained. The chemical structure of the compound was characterized and confirmed by IR,1H NMR,13C NMR.%为了寻找具有抗菌、抗癌能力的新化合物,以丙酮、草酸二乙酯为主要原料,通过缩合、加成、脱水、环合等反应得到中间体5-甲基吡唑-3-甲酸乙酯,再使中间体与2,5-噻吩二甲酰氯反应合成新型席夫碱2,5-双[(5-甲基-3-乙氧甲酰基-1-吡唑基)-2,5-二羰基]噻吩多杂环化合物.通过单因素实验得到目标产物的合适合成条件为反应温度70～80℃,反应物摩尔比1∶2(2,5-噻吩二甲酰氯∶5-甲基吡唑-3-甲酸乙酯),产率为50.6%.产物通过IR,1H NMR,13C NMR进行表征并得到确认.