Synthesis, structure, and characterization of high-energy 4,6-diazido-n-(4,6-diazido-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine

The high-energy compound 4,6-diazido-N-(4,6-diazido-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine was obtained in high yield by azidation of 4,6-dichloro-N-(4,6-dichloro-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine with sodium azide in acetone. According to13С and15N NMR spectral data, the obtained tetraazide did not undergo azido-tetrazole tautomerism in DMSO solutions and existed solely in the azide form. This tetraazide formed a molecular 1:1 complex with pyridine, the structure of which was confirmed by X-ray structural analysis. The obtained tetraazide had an exceptionally high melting point among azidotriazines (220–222°С), high enthalpy of formation (1641 kJ/mol) and may be of interest as starting compound for the preparation of new high-energy materials. ©2017 Springer Science+Business Media New York.