SYNTHESIS AND ANTIMICROBIAL STUDIES OF NEW PYRIDINE DERIVATIVES
DOI:
https://doi.org/10.1007/6445Keywords:
N- and ring-substituted 2-aminobenzothiazoles, 2-chloropyridine-3-carboxylic acid, 2-ethoxyethanol, piperazine, antimicrobial activity.Abstract
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,
1H NMR, and mass spectral data. All the compounds have been screened for antimicrobial activity and found to possess a considerable antibacterial activity.
How to Cite
Patel, N. B.; Agravat, S. N. Chem. Heterocycl. Compd. 2009, 45, 1343. [Khim. Geterotsikl. Soedin. 2009, 1672.]
For this article in the English edition see DOI 10.1007/s10593-010-0432-2
