3659-97-0Relevant articles and documents
Study of the methylation reaction of 2,4-dinitroimidazole and potassium 2,4,5-trinitroimidazol-1-ide with dimethyl sulfate
Lian, Peng-Bao,Yuan, Yuan,Chen, Jian,Chen, Li-Zhen,Wang, Jian-Long
, p. 1010 - 1014 (2020)
[Figure not available: see fulltext.] The methylation of 2,4-dinitroimidazole and potassium salt of 2,4,5-trinitroimidazole with dimethyl sulfate was reinvestigated. When the reaction system contained a weak base, the reaction products were 1-methyl-2,4-dinitroimidazole and 1-methyl-2,4,5-trinitroimidazole, respectively. However, in the absence of a base in the reaction system, the products contained oxidation byproducts 1-methylimidazolidine-2,4,5-trione, 1,3-dimethylimidazolidine-2,4,5-trione and recovered starting materials. All products were characterized using FT-IR, NMR, and elemental analysis. The structure of 1-methylimidazolidine-2,4,5-trione and 1,3-dimethylimidazolidine-2,4,5-trione were further confirmed by single crystal X-ray diffraction.
Murexide reaction of caffeine with hydrogen peroxide and hydrochloric acid. II
Koyama,Kozuka
, p. 667 - 671 (2007/10/02)
-
2-Amino-1-methyl-1H-imidazole-4,5-dione: Synthesis and the Dimroth Type Rearrangement to Creatone (2-Methyl-amino-1H-imidazole-4,5-dione)
Yamamoto, Hiroshi,Ohira, Chikara,Aso, Toshiaki,Pfleiderer, Wolfgang
, p. 4115 - 4120 (2007/10/02)
Treatment of creatinine with BOC-ON gave 2-t-butoxycarbonylamino-1-methyl-1,5-dihydro-4H-imidazol-4-one, which was oxidized with mercury(II) acetate to the corresponding 1H-imidazole-4,5-dione.Deprotection of the amino group of this dione afforded the title compound 4, which in turns was shown to undergo a facile, Dimroth-type rearrangement under weakly acidic conditions to give creatone, thus proving 4 to be the key intermediate in the formation of creatone from various starting materials.The equilibria among these compounds are discussed.