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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 17
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Original Articles

Reaction of Aryl and Heterocyclylhydrazines with 2-Methylchromone: Structural Investigation of the Products

, &
Pages 3193-3200 | Received 21 Feb 1996, Published online: 21 Aug 2006
 

Abstract

Reaction of 2-methylchromone (2) with phenylhydrazine provides 3-methyl-5-(o-hydroxyphenyl)-1-phenylpyrazole (6) as a major product. In contrast under similar conditions, heterocyclylhydrazines (8a-c) yield exclusively 5-ethyl-3-(o-hydroxyphenyl)-1-heterocyclylpyrazoles (9a-c). The structural assignments are based on an unambiguous synthesis and an analysis of NMR (1H & 13C) spectral data.

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