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STUDY OF THE METHYLATION REACTION OF 2,4-DINITROIMIDAZOLE AND POTASSIUM 2,4,5-TRINITROIMIDAZOL-1-IDE WITH DIMETHYL SULFATE

Peng-Bao Lian, Yuan Yuan, Jian Chen, Li-Zhen Chen, Jian-Long Wang
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Abstract


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.

Keywords


1,3-dimethylimidazolidine-2,4,5-trione; 2,4-dinitroimidazole; 1-methyl-2,4-dinitroimidazole; 1-methylimidazolidine-2,4,5-trione; 1-methyl-2,4,5-trinitroimidazole; potassium 2,4,5-trinitroimidazol-1-ide; methylation reaction.

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