80616-55-3Relevant academic research and scientific papers
Synthesis and characterization of bis(triaminoguanidinium) 5,5′-dinitrimino-3,3′-azo-1H-1,2,4-triazolate - A novel insensitive energetic material
Dippold, Alexander,Klapoetke, Thomas M.,Martin, Franz A.
, p. 1181 - 1193 (2011)
The synthesis of 5,5′-diamino-3,3′-azo-1H-1,2,4-triazole (3) by reaction of 5-acetylamino-3-amino-1H-1,2,4-triazole (2) with potassium permanganate is described. The application of the very straightforward and efficient acetyl protection of 3,5-diamino-1H-1,2,4-triazole allows selective reactions of the remaining free amino group to form the azo-functionality. Compound 3 is used as starting material for the synthesis of 5,5′-dinitrimino-3,3′-azo-1H-1,2,4-triazole (4), which subsequently reacted with organic bases (ammonia, hydrazine, guanidine, aminoguanidine, triaminoguanidine) to form the corresponding nitrogen-rich triazolate salts (5-9). All substances were fully characterized by IR and Raman as well as multinuclear NMR spectroscopy, mass spectrometry, and differential scanning calorimetry. Selected compounds were additionally characterized by low temperature single-crystal X-ray diffraction measurements. The heats of formation of 4-9 were calculated by the CBS-4M method to be 647.7 (4), 401.2 (5), 700.4 (6), 398.4 (7), 676.5 (8), and 1089.2 (9) kJ·mol-1. With these values as well as the experimentally determined densities several detonation parameters were calculated using both computer codes EXPLO5.03 and EXPLO5.04. In addition, the sensitivities of 5-9 were determined by the BAM drophammer and friction tester as well as a small scale electrical discharge device. Copyright
Synthesis of Nitrogen-containing Heterocycles under Conditions of Microwave Heating
Tolstikov, V. V.,Brykov, A. S.,Pevzner, M. S.,Tselinskii, I. V.,Astrat'ev, A. A.
, p. 177 - 179 (2007/10/03)
The efficiency of microwave heating for performing fast organic reactions is demonstrated with synthesis of nitrogen-containing heterocycles and intermediates as an example.
5-Amino-3-nitro-1,2,4-triazole and 5-Nitroamino-3-nitro-1,2,4-triazole
Pevzner,Gladkova,Kravchenko
, p. 1186 - 1189 (2007/10/03)
A method is proposed for preparation of 5-amino-3-nitro-1,2,4-triazole by monoacylation of 3,5-diamino- 1,2,4-triazole, followed by transformation of the second amino group into nitro group and removal of the acyl protection. Nitration of 3-nitro-5-acetamido-1,2,4-triazole yields 3-nitro-5-nitroamino-1,2,4-triazole whose N-nitroamino structure was determined on the basis of its acidity and UV and IR spectra.
