Syntheses and biological activity of 2-(4′-diethylsulfonamide phenyl)-4-substituted aminomethyl-1,3,4-oxadiazolin-5-thiones

被引:0
作者
Havaldar, Freddy H. [1 ]
Khatri, Navinchandra K. [1 ]
机构
[1] St Xavier Coll, Dept Chem, Nadkarny Sacasa Res Lab, Bombay 400001, Maharashtra, India
关键词
1,3,4-oxadiazolin-5-thiones; antibacterial; antifungal;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-(Chlorosulfonyl) benzoic acid was condensed with diethyl amine to afford 4(diethylsulfamoyl) benzoic acid I which was esterified to obtain methyl ester 2. The condensation of compound 2 with hydrazine hydrate gave hydrazino derivative 3. This intermediate undergoes cyclization with carbon disulphide and potassium hydroxide to yield substituted 1,3,4-oxadiazolin-5-thione 4. Aminomethylation of 4 using different amines furnished 4-substituted aminomethyl-2-(4'-diethylsulphonamide phenyl)-1,3,4-oxadiazolin-5-thiones 5a-e. The structure of the newly synthesized compounds have been established by analytical and spectral data. These compounds have also been screened for their biological activity.
引用
收藏
页码:453 / 456
页数:4
相关论文
共 8 条
[1]  
Burbuliene MM, 2002, POL J CHEM, V76, P557
[2]  
COLLINS CH, 1970, MICROBIOLOGICAL METH, P424
[3]   Antimycobacterial activity of substituted isosteres of pyridine- and pyrazinecarboxylic acids. 2. [J].
Gezginci, MH ;
Martin, AR ;
Franzblau, SG .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (10) :1560-1563
[4]  
Holla BS, 1996, INDIAN J HETEROCY CH, V5, P273
[5]  
SATYANARAYANA D, 2001, J HETEROCYCLIC CHEM, V140, P228
[6]  
Seeley HW, 1972, MICROBES ACTION
[7]   MONOAMINE-OXIDASE AND SUCCINATE-DEHYDROGENASE INHIBITORY PROPERTIES OF SUBSTITUTED 1,3,4-OXADIAZOLE-2-THIONES [J].
SONI, N ;
BARTHWAL, JP ;
SAXENA, AK ;
BHARGAVA, KP ;
PARMAR, SS .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (01) :29-32
[8]  
Varma RS, 2000, INDIAN J HETEROCY CH, V10, P17