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

作　　者：雷英杰[1] 吴新世[1] 张国春[2] 

机构地区：[1]天津理工大学化学化工学院,天津300384 [2]商洛学院陕西省尾矿资源综合利用重点实验室,陕西商洛726000

出　　处：《化学试剂》2016年第10期929-932,共4页Chemical Reagents

基　　金：天津市科技特派员项目(16JCTPJC49800);陕西省尾矿资源综合利用重点实验室开放基金资助项目(2014SKY-WK005)

摘　　要：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.

关 键 词：双酰肼 1 3 4-二唑 对甲基苯磺酰氯 微波 抗菌活性 

分 类 号：O626.2[理学—有机化学]