5-(2-羟基苯基)-1,3,4-噻二唑-2-硫基乙酰腙化合物的合成及抑菌活性
收稿日期: 2012-06-12
修回日期: 2012-10-08
网络出版日期: 2012-10-12
基金资助
四川省科技厅应用基础(No. 2010JY0148)和四川省乐山市科技局重点(No. 08SZD092)资助项目
Synthesis and Antibacterial Activity of 5-(2-Hydroxyphenyl)-1,3,4- thiadiazol-2-yl-sulfanyl Acetyl Hydrazones
Received date: 2012-06-12
Revised date: 2012-10-08
Online published: 2012-10-12
Supported by
Project supported by the Application of Basic Project of the Science and Technology Agency of Sichuan Province (No. 2010JY0148) and the Key Projects of the Science and the Technology Bureau of Leshan City in Sichuan Province (No. 08SZD092).
以2-巯基-5-(2-羟基苯基)-1,3,4-噻二唑为原料, 经硫醚化、肼解、腙化反应合成了9个5-(2-羟基苯基)-1,3,4-噻二唑-2-硫基乙酰腙化合物, 其结构由1H NMR, 13C NMR, IR, MS表征和元素分析, 并初步研究了目标化合物的抑菌活性. 结果表明它们大多数具有优良的抑菌活性, 芳香醛-5-(2-羟基苯基)-1,3,4-噻二唑-2-硫基乙酰腙(4a～4h)比2-丁烯醛-5-(2-羟基苯基)-1,3,4-噻二唑-2-硫基乙酰腙(4i)有更好的抑菌活性.
关键词： 2-巯基-5-邻羟基苯基-1,3,4-噻二唑; 酰腙; 合成; 抑菌活性
王应红 , 杨录 , 刘志昌 . 5-(2-羟基苯基)-1,3,4-噻二唑-2-硫基乙酰腙化合物的合成及抑菌活性[J]. 有机化学, 2013 , 33(01) : 154 -158 . DOI: 10.6023/cjoc201206013
A series of 5-(2-hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazones were synthesized with 2-mercapto-5-(2-hydroxyphenyl)-1,3,4-thiadiazole as starting material, followed by thioetherification, hydrazide reaction and hydrazone reaction. The structures of these compounds were characterized by 1H NMR, 13C NMR, IR, MS techniques and elemental analysis. The antimicrobial activities of these compounds were also originally studied. The results showed that most of these compounds have potent antibacterial activities. These compounds of aromatic aldehyde-5-(2-hydroxyphen-yl)-1,3,4- thiadiazol-2-yl-sulfanyl acetyl hydrazone (4a～4h) showed better antibacterial activities than 2-butenal-5-(2-hydroxyphenyl)-1,3,4-thiadiazol-2-yl-sulfanyl acetyl hydrazone (4i).
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