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A new synthetic route to 4,6‐diarylpyridazinones and some of their derivatives
Author(s) -
Coudert P.,
Couquelet J.,
Tronche P.
Publication year - 1988
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570250318
Subject(s) - chemistry , cyanohydrin , hydrazine (antidepressant) , hydrolysis , acetone , hydrogen cyanide , ring (chemistry) , organic chemistry , cyanide , phosphorus , combinatorial chemistry , catalysis , chromatography
Abstract A novel approach to the titled ring system starting from conveniently available chalcones 1 is proposed. It involves a catalysed exchange of hydrogen cyanide between acetone cyanohydrin and 1 . The resulting γ‐ketonitriles 2 give the expected 4,6‐diarylpyridazinones 4 and 5 via hydrolysis and cyclisation by hydrazine. The action of phosphorus oxychloride on 5 followed by that of amines provides aminopyridazines 7 .