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Nitriles in heterocyclic synthesis. Part II: Synthesis and application of pyrano[3,2‐h]quinoline sulphonamide derivatives
Author(s) -
Hafez Ali A. Abdel
Publication year - 1992
Publication title -
journal of chemical technology and biotechnology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.64
H-Index - 117
eISSN - 1097-4660
pISSN - 0268-2575
DOI - 10.1002/jctb.280550202
Subject(s) - quinoline , formamide , acetic anhydride , chemistry , formic acid , reagent , pyridine , organic chemistry , catalysis , acetic acid , sulfonamide
5‐Sulphonamido‐8‐quinolinol reacts with cinnamonitrile derivatives in the presence of a basic catalyst to give pyrano[3,2‐h]quinoline sulphonamide derivatives ( 8 a‐d ‐13 a‐d ). The reaction of 8 b , 9 b with some reagents such as acetic anhydride, acetic anhydride/pyridine mixture, formamide and formic acid/formamide mixture gave the fused heterotetracyclic systems pyrimido‐[4′, 5′: 6, 5]pyrano[3, 2‐h] quinoline sulphonamide derivatives. The structures of all newly synthesized compounds were confirmed by elemental analyses and spectral data. These compounds showed antimicrobial activity against some selected bacteria in vitro .