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Behavior of 5,6‐dihydrobenzo[ h ]cinnolinones towards hydrazine. Synthesis of benzo[ h ]cinnolinones and of 4‐Aminobenzo[ h ]cinnolinones
Author(s) -
Villa Stefania,
Evoli Giacomo Luca,
Cignarella Giorgio,
Curzu Michela M.,
Pinna Gérard A.
Publication year - 1999
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.5570360226
Subject(s) - dehydrogenation , chemistry , hydrazine (antidepressant) , amination , hydrate , medicinal chemistry , organic chemistry , catalysis , chromatography
Abstract Dehydrogenation and amination of 4,4a,5,6‐tetrahydro and 5,6‐dihydrobenzocinnolinones in refluxing hydrazine hydrate to give new benzo[ h ]cinnolinones and 4‐aminobenzo[ h ]cinnolinones are reported, and reaction mechanisms proposed. Experiments were also extended to 4,4a‐dihydro‐5 H ‐indenopyridazinone which underwent hydrazine induced dehydrogenation to 5 H ‐indenopyridazin‐3‐one but not subsequent amination.