对甲基苯磺酰氯介导双酰肼环合反应制备1,3,4-噁二唑的研究

Synthesis of 1,3,4-Oxadiazoles from Diacylhydrazine Mediated by 4-Methylbenzenesulfonyl

借助丙基磷酸环酐的催化效应,以芳酸与芳香肼通过缩合反应制备的双酰肼为原料,在三乙胺介质中,选择对甲基苯磺酰氯为脱水剂,微波功率为800 W,辐射时间为12~15 min,通过环合反应制备目标化合物,收率为85%~95%。利用IR、~1HNMR和元素分析等测试技术对产物结构进行验证。结果表明,该方法具有试剂廉价易得、环境污染小等优点,所制备的目标化合物有不同程度的抗菌活性。

To utilize propylphosphonie anhydride as coupling agent,the condensation of aryl acid with benzohydrazide to form the diacylhydrazine intermediate was used. Meanwhile,an efficient eyclode hydration of the diacylhydrazine to synthesis of 1,3,4-ox- adiazoles,at the base condition of Et3N and in presence of 4-methylbenzene sulfonyl under microwave irradiation was reported. The irradiation was at the power of 800 W in 12 - 15 minutes for the synthesis of desired products 1,3,4-oxadiazoles with a yield- ing of 85% - 95% ,respectively. Structures of the corresponding products were confirmed by IR, I HNMR and elemental analysis. Results showed that this approach is a convenient,practical,and less environmental pollution way for preparing a variety of 1,3,4- oxadiazoles whereas the titled compounds have certain antibacterial activities.