Synthesis and reactions of 1,1-diamino-2,2-dinitroethylene

✍ Scribed by Nikolai V. Latypov; Jan Bergman; Abraham Langlet; Ulf Wellmar; Ulf Bemm

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 490 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00673-5

✦ Synopsis

Low temperature nitrations of 2-methylimidazole gave in addition to the known 2-methyl-5(4)-nitroimidazole (1), 2-(dinitromethylene)-5,5-dinitro-4-imidazolidinone (3) and parabanic acid (2). The tetranitro compound 3 was also obtained by nitration of 2-methyl-4,5-dihydro-(lH)-5-imidazolone (8). Thermal decomposition of 3 gave 2-(dinitromethylene)-4,5imidazolidinedione (4) which also was the product from nitration of the new compound 2-methoxy-2-methyl-4,5imidazolidinedione. Treatment of 4 with aqueous ammonia gave the previously unknown I,l-diamino-2,2-dinitroethylene (5). The physical properties and chemical behaviour of (5) are described.