384809-41-0Relevant academic research and scientific papers
The new role of 1,1-diamino-2,2-dinitroethylene (FOX-7): two unexpected reactions
Zhou, Tianhong,Li, Yanfeng,Xu, Kangzhen,Song, Jirong,Zhao, Fengqi
, p. 168 - 176 (2016)
Two novel derivatives of FOX-7, 2-methyl-5-nitro-1,2,3-triazole-4-amine (MNTzA) and 1,5-bis(1-amino-2,2-dinitrovinyl)carbonohydrazide (BADCh), were synthesized by two unexpected reactions of FOX-7 and hydrazino compounds, and the two reaction processes were analyzed. The reaction to form MNTzA is unusual among the syntheses of 2,4,5-trisubstituted 1,2,3-triazole compounds. The structures of the two compounds were studied by NMR, single crystal X-ray crystallography and theoretical calculations. MNTzA crystallizes in the monoclinic P2(1)/n space group with four molecules per unit cell, and each molecule exhibits good coplanarity. However BADCh shows serious structural distortion giving it a 'W' shape and possesses two highly polarized C-C double bonds. The DSC analyses and detonation properties of the two compounds were compared with those of FOX-7 and RDX, and the results indicate that MNTzA is an available intermediate for the synthesis of other complicated 2,4,5-trisubstituted 1,2,3-triazole compounds, and BADCh is an excellent energetic material and exhibits good thermal stability (thermal decomposition peak temperature >250 °C), with lower sensitivity (impact sensitivity >19.6 J and friction sensitivity 16%) and similar detonation properties (detonation pressure 32.1 GPa and detonation velocity 8.6 km s-1) when compared to FOX-7 and RDX.
C-H Amination of Nitro Azaheterocyclic Compounds by Vicarious Nucleophilic Substitution
Zhou, Ru-Shuang,Cai, Chun
supporting information, p. 88 - 92 (2021/12/03)
Various nitro azaheterocyclic compounds were subjected to C H amination by vicarious nucleophilic substitution with 4H-1,2,4-triazol-4-amine (ATA). The aminated products were characterized by NMR, mass spectroscopy, and single-crystal X-ray diffraction an
Synthesis method of 5, 5'-triazene bridged bis(2-methyl-4-nitro-1, 2, 3-triazole) compound
-
Paragraph 0023-0027, (2020/08/22)
The invention provides a 5, 5'-triazene bridged bis(2-methyl-4-nitro-1, 2, 3-triazole)nitrogen-rich heterocyclic compound, and belongs to the technical field of synthesis of energetic materials and medical intermediates. The structure of the compound is shown as the following formula, the invention also provides a synthesis method of the compound. 4-nitro-5-amino-1, 2, 3-triazole is used as an initial raw material, 2-methyl-4-nitro-5-amino-1, 2, 3-triazole is obtained through selective methylation of active hydrogen of 1, 2, 3-triazole, then diazonium salinization and nucleophilic attack reaction are performed, and finally the 5, 5'-triazole bridged bis(2-methyl-4-nitro-1, 2, 3-triazole)heterocyclic compound is obtained. According to the method disclosed by the invention, the synthesis ofthe 5, 5'-triazene bridged bis(2-methyl-4-nitro-1, 2, 3-triazole)nitrogen-rich heterocyclic compound is realized by starting from known available raw materials through a two-step reaction, and a goodtheoretical basis and technical support can be provided for subsequent research of the compound in the fields of high-density energetic materials and medical intermediates.
2 - methyl - 4 - nitro - 1, 2, 3 - triazole - 5 - ammonia and its preparation method and application
-
Paragraph 0024; 0025; 0026; 0027; 0028; 0029; 0030-0032, (2017/04/12)
The invention relates to 2-methyl-4-nitro-1,2,3-triazolyl-5-ammonia, and a preparation method and application thereof. The structural formula of the compound 2-methyl-4-nitro-1,2,3-triazolyl-5-ammonia is disclosed as Formula (I). The synthesis method comprises the following step: stirring raw materials 1,1-diamido-2,2-dinitroethylene and methyl hydrazine in a water solution to react at 90-110 DEG C for 1-2 hours, thereby preparing the 2-methyl-4-nitro-1,2,3-triazolyl-5-ammonia. The synthesis method is simple, is completed by one step, has high yield, and can easily implement industrial production. The 2-methyl-4-nitro-1,2,3-triazolyl-5-ammonia can be used as a novel nitrogen-rich energetic material.
Derivatives of 5-nitro-1,2,3-2H-triazole-high performance energetic materials
Zhang, Yanqiang,Parrish, Damon A.,Shreeve, Jean'Ne M.
, p. 585 - 593 (2013/07/04)
The energetic derivatives of 5-nitro-1,2,3-2H-triazole, which include 2-(methyl or amino)-4-(nitramino, azido, or nitro)-5-nitro-1,2,3-2H-triazoles, were prepared in moderate yields, and confirmed with NMR and IR spectroscopy, and elemental analysis. Their key properties, viz., melting and decomposition temperatures, densities, detonation pressures and velocities, and impact sensitivities, were measured or calculated. Among the new derivatives, 2-amino-4,5-dinitro-1,2,3-2H-triazole exhibits properties (Tm, 94 °C; Td, 190 °C; ρ, 1.83 g cm-3; P, 36.2 Gpa, vD, 8843 m s-1, IS, 24 J), comparable with RDX (T m, 205 °C; Td, 230 °C; ρ, 1.80 g cm -3; P, 35.0 Gpa, vD, 8762 m s-1, IS, 7.5 J), and may have potential as a high-performance energetic material.
