Synthesis of Cyclic Nitramines from Products of the Cyclocondensation Reaction ofGuanidine with 2, 3, 5, 6-Tetrahydroxypiperazine -1, 4-Dicarbaldehyde

摘要

The reaction of 2,3,5,6-tetrahydroxypiper azine-1,4-dicarbaldehyde (1) withguanidine hydrochloride in hydrochloric acid can be controlled to give 2,6-diiminododecahy drodiimidazo (4,5-b:4',5'-e)pyrazine (2a) or the cis isomer of 4,5-diamino-2-iminoimidazolidine (4). Compound (4) reacts with formaldehyde, or formic acid followed by reduction, to give 2-iminooctahydroimidazo (4,5-d)imidazole (7). Treatment of (2a) or (7) with nitric acid gives dinitro derivatives that were isolated as nitric acid salts of the cyclic guanidines. Reaction of the dinitro derivativeswith nitric acid/acetic anhydride in the presence of chloride ion gives 4,8-dinitro-2,6-bis (nitroimino)dodecahydro