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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
Chemistry of Heterocyclic Compounds ( IF 1.4 ) Pub Date : 2022-11-01 , DOI: 10.1007/s10593-022-03118-2
Jinxin Wang , Ruibing Lv , Lan Jiang , Siwei Song , Kangcai Wang , Qinghua Zhang

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.



中文翻译:

N,N-二甲基-3,5-二硝基-1H-吡唑-4-胺及其含能衍生物的合成作为有前途的可熔铸炸药

N , N -Dimethyl-3,5-dinitro-1 H -pyrazol-4-amine 由 4-chloro-3,5-dinitropyrazole 与 DMF 在 100℃ 反应 4 h 制得。在此化合物的基础上,产生了四种新的高能衍生物,即N , N ,1-trimethyl-3,5-dinitro-1 H -pyrazol-4-amine, 1,1'-methanediylbis- ( N , N -dimethyl-3 ,5-dinitro-1 H -pyrazol-4-amine), 1,1'-ethane-1,2-diylbis( N , N -dimethyl -3,5-dinitro-1 H -pyrazol -4-amine),和 1,1'-丙烷- 1,3-diylbis( N , N -dimethyl -3,5-dinitro-1 H-pyrazol-4-amine),通过亲核反应制备。通过单晶X射线衍射证实了化合物的结构。其中一种合成的化合物具有良好的熔点和热稳定性,可被视为潜在的可熔铸炸药。

更新日期:2022-11-01
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