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Synthesis of 4-amino-3,5-dinitro-1H-pyrazole using vicarious nucleophilic substitution of hydrogen

✍ Scribed by Robert D. Schmidt; Gregory S. Lee; Philip F. Pagoria; Alexander R. Mitchell; Richard Gilardi

Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
47 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

A novel synthesis of the title compound was achieved by direct animation using Vicarious Nucleophilic Substitution (VNS) methodology. Reaction of 1,1,1‐trimethylhydrazinium iodide with 3,5‐dinitropyrazole in DMSO produces 4‐amino‐3,5‐dinitro‐1__H__‐pyrazole as a 1:1 crystal solvate with DMSO. Recrystallization from water yields the monohydrated crystal. Recrystallization of the monohydrate from butyl acetate yields the compound in pure form.

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