SYNTHESIS AND ANTIMICROBIAL STUDIES OF NEW PYRIDINE DERIVATIVES

被引:29
|
作者
Patel, N. B. [1 ]
Agravat, S. N. [1 ]
机构
[1] Veer Narmad S Gujarat Univ, Dept Chem, Surat 395007, Gujarat, India
关键词
N- and ring-substituted 2-aminobenzothiazoles; 2-chloropyridine-3-carboxylic acid; 2-ethoxyethanol; piperazine; antimicrobial activity; ANTIBACTERIAL ACTIVITY; AGENTS; BENZOTHIAZOLES;
D O I
10.1007/s10593-010-0432-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(p-Acetylaminobenzenesulfonylamido)-substituted benzothiazoles were prepared from 2-amino-substituted benzothiazoles and p-acetamidobenzenesulfonyl chloride using a mixture of pyridine and Ac2O, which formed an electrophilic N-acetyl-pyridinium complex facilitating condensation to give the desired products by removal of HCl. 2-[4-(Substituted benzothiazol-2-yl)aminosulfonylanilino]pyridine-3-carboxylic acids (synthesized from 2-chloropyridine-3-carboxylic acid and the corresponding substituted 2-(p-aminobenzenesulfonylamido)benzothiazole in 2-ethoxyethanol using Cu-powder and K2CO3)were then converted to acid chlorides, which on further reaction with piperazine and 4-methoxyphenylpiperazine yielded the corresponding 2-[4-(substituted benzothiazol-2-yl)aminosulfonyl]anilino-3-(piperazinocarbonyl)pyridine and 2-[4-(substituted benzothiazol-2-yl)aminosulfonyl]anilino-3-[(4-methoxyphenyl)piperazin-1-yl-carbonyl]pyridine. The structures of the new compounds have been established on the basis of their elemental analyses as well as IR, H-1 NMR, and mass-spectral data. All the compounds have been screened for antimicrobial activity and found to possess considerable antibacterial activity.
引用
收藏
页码:1343 / 1353
页数:11
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