CHINESE JOURNAL OF ENERGETIC MATERIALS
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A Simple Synthesis Method of 1-Methyl-3,4,5-trinitropyrazole(MTNP)
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1.School of Materials and Chemistry,Southwest University of Science and Technology, Mianyang 621010, China;2.Institute of Chemical Materials, China Academy of Engineering Physics, Mianyang 621999, China

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    Abstract:

    In order to solve the problems of high temperature and high pressure in the synthesis of 1-methyl-3,4, 5-trinitropyrazole (MTNP), a new method of simple synthesis of MTNP was developed, that is, 4-chlorpyrazole (1) was used as raw material, and MTNP was synthesized by nitration, n-methylation, benzylamine amination and oxidation. The effects of material ratios, temperatures, solvents, debenzylation reagents, and oxidation conditions on the yields of 4-benzylamino-1-methyl-3,5-dinitropyrazole (4), 4-amino-1-methyl-3,5-dinitropyrazole (5), and MTNP were investigated. Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR) and high performance liquid chromatography (HPLC) were used to characterize the structures of the intermediates and target compounds. The results showed that when the intermediate 4 was synthesized, the molar ratio of n(benzylamine):n(4-chloro-1-methyl-3,5-dinitropyrazole, 3)=6∶1, the reaction temperature was 35 ℃, and petroleum ether/water was the solvent, the yield was 89.6%. In the synthesis of intermediate 5, concentrated sulfuric acid (98%) was used as debenzyl reagent, and the yield was 95.2%. The yield of MTNP was 60.5% by using intermediate 4 as substrate and “one-pot method” of debenzylation/oxidation. By optimizing the reaction conditions, the total yield of MTNP synthesized from raw material 1 by one-pot method was 41.5% and the purity was 98% (area normalization method).

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ZHANG Li, ZOU Jia, CHEN Zheng-guo, et al. A Simple Synthesis Method of 1-Methyl-3,4,5-trinitropyrazole(MTNP)[J]. Chinese Journal of Energetic Materials(Hanneng Cailiao),DOI:10.11943/CJEM2025025.

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History
  • Received:February 17,2025
  • Revised:March 28,2025
  • Adopted:March 31,2025
  • Online: April 08,2025
  • Published: