Synthesis of 5,7-Diamino[1,2,4]triazolo[1,2-a][1,3,5]triazines via Annulation of 1,3,5-Triazine Ring onto 3(5)-Amino-1,2,4-triazoles

Abstract

The 5,7-diamino[1,2,4]triazolo[1,5-a][1,3,5]triazines were synthesized by cyclocondensation of 3(5)-amino-1,2,4-triazoles with cyanoguanidine. The substituted 3(5)-amino-1,2,4-triazoles were prepared from corresponding hydrazides and S-methylisothiourea via ring closure of the intermediate acylaminoguanidines. The 3,5-diamino-1,2,4-triazoles were prepared using partial aminolysis of dimethyl N-cyanodithiocarbonimidate followed by cyclization of the obtained N-substituted N'-cyano-S-methylisothioureas with hydrazine. The structures of the prepared compound were confirmed using NMR spectral data.

Synthesis of Two Series of Isomeric Triazolo-Triazine Fused Energetic Salts: High Thermal Stability, Insensitivity, and High Performances

“…As shown in Scheme , compounds 1 and 7 were synthesized according to the reported literature (Scheme ). ,, Compound 10 was obtained by reacting compound 7 with concentrated hydrochloric acid. Compounds 1 and 7 reacted with corresponding energetic acids give energetic salts 2 , 3 , 4 , 5 , 8 , and 9 , while compounds 6 , 11 , 12 , and 13 were synthesized by reacting 1 or 10 with their corresponding silver salt.…”

Synthesis and characterization of the energetic 5,7‐diamino‐2‐nitro‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine

“…2,5,7‐triamine‐1,2,4‐triazolo[1,5‐a]‐1,3,5‐triazine (TTT) ( 1 ): Compound ( 1 ) was obtained according to procedure by A.V. Dolzhenko [9]. To a rigorously stirred solution of 3,5‐diamine‐1,2,4‐triazole (9.90 g, 100 mmol) and concentrated hydrochloric acid (10 g, 100 mmol) in 200 mL of water, cyanoguanidine (10.08 g, 120 mmol) was added and the solution was heated under reflux (70° C) for 24 hours.…”