摘要
为了寻找开发高效低毒的1,3,4-噁二唑类抗菌物质,超声辅助条件下以四丁基氢氧化磷为相转移催化剂,高选择性制得2-烯丙基硫代水杨酸和2-苄基硫代水杨酸(2a、2b)。以上述硫代水杨酸和芳香肼为原料,硅胶负载丙基磷酸环酐为催化剂,在三乙胺存在下,设置微波功率为800 W,辐射时间为8min或10min,通过缩合反应合成了2-(2-硫醚苯基)-5-芳基-1,3,4-噁二唑类似化合物(4a^4f),目标化合物的合成收率为81%~88%,其结构经IR、1 HNMR和元素分析等测试技术得以证实。初步抗菌试验结果表明所制备的2-(2-硫醚苯基)-5-芳基-1,3,4-噁二唑对枯草杆菌的抗菌活性较为显著,除4d和4f外对大肠杆菌和金黄色葡萄球菌有一定程度的抑制作用。
In order to develop new l,3,4-oxadiazoles with high activity and low toxicity,an efficient etherification of thiosalicylic acid via the allyl or benzyl halides in presence of tetrabutylphosphonium hydroxide as a phase transfer catalyst under ultrasound irradiation was studied,which was used to further react with aryl carboxylic acid hydrazides in the presence of silica gel supported propylphosphonic anhydride as the dehydration reagent at the base condition of Et3 N under microwave irradiation at the power of800 Win 8-10 minutes for the synthesis of 2-（2-sulfanyl-phenyl）-5-aryl-l,3,4-oxadiazoles（4a-4f）with a yield of 81%-88%,respectively.The structures of the corresponding products were characterized by the means of IR,1 HNMR spectra and elemental analysis.The preliminary bioassay results show that the titled compounds have strong antibacterial activities against Bacillus Subtilis,and have certain different effects of antibacterial against Escherichia Coli,Staphylococcus Aureus except for the two l,3,4-oxadiazoles 4dand 4f.
出处
《中国科技论文》
CAS
北大核心
2015年第18期2165-2168,共4页
China Sciencepaper
基金
天津市高等学校科技发展基金资助项目(20110624)
关键词
1
3
4-噁二唑
硫醚
丙基磷酸环酐
微波辐射
抗菌活性
1, 3, 4-oxadiazoles
sulfanyl
propylphosphonic anhydride
microwave
antibacterial activity
