Synthesis and antimicrobial studies of new pyridine derivatives |
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Authors: | N B Patel S N Agravat |
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Institution: | (1) Department of Chemistry, Veer Narmad South Gujarat University, Surat, 395007, Gujarat, India |
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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)amino-sulfonyl]anilino-3-(piperazinocarbonyl) pyridine and 2-4-(substituted
benzothiazol-2-yl)amino-sulfonyl]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 considerable
antibacterial activity. |
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