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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Minimizing Side Reactions in Classical Pyrazole Synthesis from β - Oxonitriles: The Use of Acetylhydrazine

Author(s): Mikhail Krasavin and Igor O. Konstantinov

Volume 5, Issue 7, 2008

Page: [594 - 598] Pages: 5

DOI: 10.2174/157017808785982266

Price: $65

Abstract

A new two-step, one-pot alternative protocol for preparation of 1H-pyrazole-5-amines from 3-oxoalkanenitriles utilizing readily available acetylhydrazine has been developed. Typical by-products formed in traditional reactions of 3- oxoalkanenitriles with hydrazine are not formed when the present method is used, thus facilitating purification on a large scale. The method was used to prepare a medicinally important heterocycle on a kilogram scale.

Keywords: 3-oxoalkanenitriles, acetylhydrazine, aminopyrazoles, kilogram scale, process chemistry


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