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

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

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 7 , 2008

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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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Article Details

VOLUME: 5
ISSUE: 7
Year: 2008
Page: [594 - 598]
Pages: 5
DOI: 10.2174/157017808785982266
Price: $65

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