2-甲基-4-硝基咪唑环修饰1,3,4-噁二唑的合成及抗菌活性研究

Synthesis and Antibacterial Activity of 1,3,4-Oxadiazoles Containing 2-Methyl-4-nitro-1-imidazole Moiety

为研究和开发具有更高生物活性的1,3,4-噁二唑类候选化合物,以2-甲基-4-硝基-1-咪唑乙酸乙酯和芳香肼在丙基磷酸环酐作用下缩合反应制得的双酰肼为原料,对甲基苯磺酰氯为催化剂,设置微波功率为800 W,辐射时间为12~15min,通过环合反应制备2-甲基-4-硝基咪唑环修饰的1,3,4-噁二唑(4a^4i),合成收率为82%~92%,其结构经IR、1 H NMR和元素分析等测试技术得以证实。初步抗菌试验结果表明,目标化合物对大肠杆菌、金黄色葡萄球菌和枯草杆菌都有不同程度的抑制作用。

In order to develop new candidate compounds with high biological activity of l,3,4-oxadiazoles,an efficient cyclodehydration of the diacylhydrazine,which was condensed from 2-methyl-4-nitro-1-imidazoethyl acetate and benzohydrazide with propylphosphonic anhydride as catalyst,in the presence of 4-methylbenzenesulfonyl under microwave irradiation was studied.The irradiation was at the power of 800 W for 12~15min in the synthesis of l,3,4-oxadiazoles containing 2-methyl-4-nitro-imidazole moiety(4a^4i).The yield was 82%~92%.The chemical structures of the target compounds were confirmed by by IR,1 H NMR and elemental analysis.The preliminary bioassay results showed that some of them exhilited certain antibacterial activities against Escherichia coli,Staphylococcus aureus and Bacillus subtilis.