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

[Figure not available: see fulltext.] 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.