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Study of the methylation reaction of 2,4-dinitroimidazole and potassium 2,4,5-trinitroimidazol-1-ide with dimethyl sulfate

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Chemistry of Heterocyclic Compounds Aims and scope

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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Authors and Affiliations

  1. School of Chemical Engineering and Technology, North University of China, 3 College Road, Taiyuan, 030051, China

    Peng-Bao Lian, Jian Chen, Li-Zhen Chen & Jian-Long Wang

  2. Henan Yuguan Safety Development Co., Ltd., East Section of Weisi Road Jianye Square, Zhengzhou, 450000, China

    Yuan Yuan

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  1. Peng-Bao Lian
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  2. Yuan Yuan
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  3. Jian Chen
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  4. Li-Zhen Chen
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Correspondence to Jian-Long Wang.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(8), 1010–1014

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Lian, PB., Yuan, Y., Chen, J. et al. Study of the methylation reaction of 2,4-dinitroimidazole and potassium 2,4,5-trinitroimidazol-1-ide with dimethyl sulfate. Chem Heterocycl Comp 56, 1010–1014 (2020). https://doi.org/10.1007/s10593-020-02767-5

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  • DOI: https://doi.org/10.1007/s10593-020-02767-5

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