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

Authors

  • Peng-Bao Lian School of Chemical Engineering and Technology, North University of China, 3 College Road, Taiyuan 030051, China
  • Yuan Yuan Henan Yuguan Safety Development Co., Ltd., East Section of Weisi Road Jianye Square, Zhengzhou 450000, China
  • Jian Chen School of Chemical Engineering and Technology, North University of China, 3 College Road, Taiyuan 030051, China
  • Li-Zhen Chen School of Chemical Engineering and Technology, North University of China, 3 College Road, Taiyuan 030051, China
  • Jian-Long Wang School of Chemical Engineering and Technology, North University of China, 3 College Road, Taiyuan 030051, China

DOI:

https://doi.org/10.1007/5466

Keywords:

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

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.

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Published

2020-09-17

Issue

Vol. 56 No. 8 (2020)

Section

Original Papers