A new synthetic route to 4,6‐diarylpyridazinones and some of their derivatives | Zendy

Coudert P. | Zendy; Couquelet J. | Zendy; Tronche P. | Zendy

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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

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 .

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