N → N acyl group migration in N-acylpyrazoles: Isomerization of 1,4-diacyl-5-methyl-1H-pyrazoles to 1,4-diacyl-3-methyl-1H-pyrazoles


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Abstract

1,4-Diacyl-5-methyl-1H-pyrazoles on heating in toluene undergo isomerization to 1,4-diacyl-3-methyl-1H-pyrazoles via intermolecular N → N acyl group migration. 1,4,5-Trisubstituted pyrazoles obtained by reaction of 2-ethoxymethylidene derivatives of 1,3-diketones with 1,3-benzothiazol-2-ylhydrazine or phenylhydrazine failed to isomerize to 1,3,4-trisubstituted pyrazoles.

About the authors

A. A. Petrov

St. Petersburg State University

Author for correspondence.
Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

V. V. Pakal’nis

St. Petersburg State University

Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

A. V. Zerov

St. Petersburg State University

Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

S. I. Yakimovich

St. Petersburg State University

Email: aap1947@yandex.ru
Russian Federation, Universitetskaya nab. 7/9, St. Petersburg, 199034

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