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Synthesis and Microbial Studies of New Pyridine Derivatives‐III
Author(s) -
Patel N. B.,
Agravat S. N.
Publication year - 2007
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200790253
Subject(s) - chemistry , benzothiazole , piperazine , pyridine , acetic anhydride , amide , pyridinium , acetic acid , acetyl chloride , medicinal chemistry , organic chemistry , catalysis
2‐Amino substituted benzothiazole 4a – 4l and p ‐acetamidobenzenesulfonyl chloride 2 were used to prepare 2‐( p ‐aminophenylsulfonamido) substituted benzothiazole 6a – 6l using mixture of pyridine and acetic anhydride which formed an electrophilic complex ( N ‐acetyl pyridinium) to facilitate condensation to give desired product by removal of HCl. 2‐{ p ‐[(3‐Carboxypyrid‐2‐yl)amino]phenylsulfonamido}benzothiazoles 8a – 8l were synthesized from 2‐chloropyridine‐3‐carboxylic acid 7 and 6a – 6l in 2‐ethoxy ethanol using Cu‐powder and K 2 CO 3 . Acid chlorides 9a – 9l were condensed with 2‐hydroxyethyl piperazine 10 and 2,3‐dichloropiperazine 11 for amide derivatives 2‐( p ‐((3‐(4‐(2‐hydroxyethyl)piperazin‐1‐ylcarbonyl)pyrid‐2‐yl)amino)phenylsulfonamido)benzothiazoles 12a – 12l and 2‐{ p ‐[3‐(2,3‐dichloropiperazin‐1‐ylcarbonyl)pyrid‐2‐ylamino]phenylsulfonamido}benzothiazoles 13a – 13l respectively. The structures of the new compounds have been established on the basis of their chemical analysis and spectral data (IR, 1 H NMR and mass). All the compounds have been screened for their antibacterial and antifungal activities.