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Synthesis and reactions of some 6‐aryl and 2,6‐diaryl‐4‐(4′‐antipyrinyl)‐2,3,4,5‐tetrahydropyridazin‐3‐ones and screening for their antibacterial activities
Author(s) -
Sayed G. H.,
Shiba S. A.,
Radwan A.,
Mohamed S. M.,
Khalil M.
Publication year - 1992
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.19920100515
Subject(s) - chemistry , phenylhydrazine , thiourea , benzoyl chloride , pyridazine , pyridine , aryl , ethyl bromoacetate , organic chemistry , chloride , ethanol , antibacterial activity , hydrazine (antidepressant) , oxime , medicinal chemistry , adduct , combinatorial chemistry , alkyl , biology , bacteria , genetics , chromatography
Some new pyridazinone derivatives(3) were synthesized through addition of antipyrin to β‐aroylacrylic acids (1) followed by cyclization of the adducts. Reactions of 3 with ethyl bromoacetate, benzenesulfonyl chloride, benzoyl chloride and POCl 3 give N ‐substituted products and monochlorosubstituted pyridazines (4), respectively. The reactions of the latter with thiourea give unexpected dithio‐derivatives (5), which react with phenylhydrazine to give pyrazolopyridazino pyridazine derivatives (6). Reactions of 2 with NH 2 OH in ethanol and pyridine afford oxime and oxazinone derivatives 7 and 8, respectively. The antibacterial activities of several compounds were screened.