Synthesis of Polynitrocompounds from Nitroguanidine

AbstractThe reactions of nitroguanidine (NG) with urotropine or formaldehyde have been studied. The following compounds are synthesized from NG: 6‐nitroimino‐1,3,5‐trinitro‐1,3,5‐triazacyclohexane [2] and a number of itsderivatives; bis(nitroguanidino)methane [9], a valuable intermediate for preparing some high explosives; 1,5‐dinitro‐2,4‐dinitroimino‐1,3,5triazacyclohexane [10] and some of its derivatives via intramolecular cyclization of [9]; 2‐nitroimino‐1,3‐diaza‐5‐oxacyclohexane [15], 1‐(nitroguanidinomethyl)‐2‐nitroimino‐1,3‐diaza‐5‐oxacyclohexyl [14], and bis(2‐nitroimino‐1,3‐diaza‐5‐oxacyclohexyl)methane [16] by reactions of [9] with formaldehyde. Some detonation data of the above compounds are reported. Campounds [2] and [10] are powerful explosives but very unstable thermally and easily hydrolized. However, compounds [14], [15], and [16] possess a better stability than triazacyclic polynitrocompounds containing nitroimino groups, such as [2] and [10].