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Behavior of 5,6-dihydrobenzo[h]cinnolinones towards hydrazine. Synthesis of benzo[h]cinnolinones and of 4-Aminobenzo[h]cinnolinones

✍ Scribed by Stefania Villa; Giacomo Luca Evoli; Giorgio Cignarella; Michela M. Curzu; Gérard A. Pinna

Publisher: Journal of Heterocyclic Chemistry
Year: 1999
Tongue: English
Weight: 475 KB
Volume: 36
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570360226

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✦ Synopsis

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.

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