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Synthesis of N,N-dimethyl-3,5-dinitro-1H-pyrazol-4-amine and its energetic derivatives as promising melt-castable explosives

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Chemistry of Heterocyclic Compounds Aims and scope

N,N-Dimethyl-3,5-dinitro-1H-pyrazol-4-amine was prepared by the reaction of 4-chloro-3,5-dinitropyrazole and DMF at 100°C for 4 h. Based on this compound, four new energetic derivatives, i.e., N,N,1-trimethyl-3,5-dinitro-1H-pyrazol-4-amine, 1,1'-methanediylbis- (N,N-dimethyl-3,5-dinitro-1H-pyrazol-4-amine), 1,1'-ethane-1,2-diylbis(N,N-dimethyl-3,5-dinitro-1H-pyrazol-4-amine), and 1,1'-propane- 1,3-diylbis(N,N-dimethyl-3,5-dinitro-1H-pyrazol-4-amine), were prepared through nucleophilic reactions. The structures of the compounds were confirmed by single crystal X-ray diffraction. One of the synthesized compounds has promising melting point and thermal stability and can be considered as potential melt-castable explosive.

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Authors and Affiliations

  1. Institute of Chemical Materials, China Academy of Engineering Physics (CAEP), Mianyang, 621900, China

    Jinxin Wang, Ruibing Lv, Lan Jiang, Siwei Song, Kangcai Wang & Qinghua Zhang

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  1. Jinxin Wang
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  2. Ruibing Lv
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  3. Lan Jiang
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  4. Siwei Song
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  5. Kangcai Wang
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  6. Qinghua Zhang
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Correspondence to Kangcai Wang or Qinghua Zhang.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(10), 493–499

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Wang, J., Lv, R., Jiang, L. et al. Synthesis of N,N-dimethyl-3,5-dinitro-1H-pyrazol-4-amine and its energetic derivatives as promising melt-castable explosives. Chem Heterocycl Comp 58, 493–499 (2022). https://doi.org/10.1007/s10593-022-03118-2

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