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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

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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 to 13 С and 15 N NMR… Click to show full abstract

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 to 13 С and 15 N 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. Authors: Sergei V. Chapyshev*, Denis V. Korchagin

Keywords: high energy; diazido; triazin; triazin triazin; triazin amine

Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2017

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