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Heterocyclic nitro compounds

22. Nitration of 1,2,4-triazole and its derivatives with nitronium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1,2,4-Triazole, 3(5)-R-1,2,4-triazoles (R=CH3, CL, Br, NO2), and their N-trimethylsilyl derivatives were nitrated with nitronium salts. The products were N-nitro-1,2,4-triazoles, which split out the nitro group under the influence of acids and undergo rearrangement to 3-nitrotriazoles when they are heated in inert solvents. When R=NO2, a dinitrotriazole is not formed, and the starting 3-nitro-1,2,4-triazole is recovered.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, 117334, Moscow

    M. S. Pevzner, T. N. Kulibabina, S. L. Ioffe, I. A. Maslina, B. V. Gidaspov & V. A. Tartakovskii

  2. Lensovet Leningrad Technological Institute, 198013, Leningrad

    M. S. Pevzner, T. N. Kulibabina, S. L. Ioffe, I. A. Maslina, B. V. Gidaspov & V. A. Tartakovskii

Authors
  1. M. S. Pevzner
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  2. T. N. Kulibabina
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  3. S. L. Ioffe
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  4. I. A. Maslina
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  5. B. V. Gidaspov
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  6. V. A. Tartakovskii
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Additional information

See [1] for communication 21.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 550–554, April, 1979.

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Pevzner, M.S., Kulibabina, T.N., Ioffe, S.L. et al. Heterocyclic nitro compounds. Chem Heterocycl Compd 15, 451–455 (1979). https://doi.org/10.1007/BF00471786

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  • DOI: https://doi.org/10.1007/BF00471786

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