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Updated: Dec 14, 2025

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
A One-Step Approach to N-(Hetero)aryl-3,5-dinitropyrazoles from (Hetero)aryl Amines
Haifeng Huang1, Yameng Shi1, Hui Li1
1CAS Key Laboratory of Energy Regulation Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China.
Abstract:
Potassium 1,1,3,3-tetranitropropane-1,3-diide (K2TNP) was found to react readily with various (hetero)aryl amines (12 examples) to give corresponding N-(hetero)aryl-3,5-dinitropyrazoles in moderate to excellent yields. The reactions were performed at mild temperature, and most of the reactions completed in less than 4 h. Four potential energetic compounds show high enthalpy of formation, excellent thermal stability, and good sensitivity, with 3-(3,5-dinitropyrazol-1-yl)-1H-1,2,4-triazole (3j) being a potential 2,2',4,4',6,6'-hexanitrostibene (HNS) replacement.
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