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Synthesis of Some New Heterocycles of Pharmaceutical Interest: Pyridinyl and Isoxazolyl Quinoxaline Derivatives
Author(s) -
Moustafa Osama S.
Publication year - 2003
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200300172
Subject(s) - chemistry , quinoxaline , malononitrile , hydrazine (antidepressant) , yield (engineering) , hydroxylamine hydrochloride , hydrate , chalcone , pyridine , organic chemistry , hydrazone , medicinal chemistry , hydroxylamine , hydrochloride , antimicrobial , condensation reaction , catalysis , materials science , chromatography , metallurgy
3‐( p ‐Acetyl‐anilinomethyl)quinoxalin‐2(1 H )‐one ( 3 ) was prepared by the reaction of 3‐bromomethyl‐quinoxalin‐2(1 H )‐one ( 1 ) with p ‐aminoacetophenone ( 2 ) in pyridine. Reaction of p ‐acetylcompound ( 3 ) with aromatic aldehydes yield the corresponding chalcones ( 4a‐c ). Condensation of latter chalcones with malononitrile afforded cyanopyridines ( 5a‐c ). Also, the reaction of chalcones ( 4a‐c ) with hydroxylamine hydrochloride furnished isoxazoles ( 6a‐c ). The reaction of bromo compound ( 1 ) with p ‐aminobenzophenone yield ( 8 ) which was condenced with hydrazine hydrate to get the corresponding hydrazone derivatives ( 9 ). Some of the synthesized compounds have been screened for their antimicrobial activity against various strains of bacteria and fungi.