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N-alkylation of 4-chloro-5-cyano-1,2,3-triazole with orthoformic acid derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The N-alkylation of 4-chloro-5-cyano-1,2,3-triazole with methyl and ethyl orthoformate, and the dimethyl, diethyl and ethylene acetals of DMF has been examined. Methylation gives all three N-methyl isomers, whereas ethylation and hydroxyethylation gives the 2-N-alkyl derivatives only. It has been shown for the first time that it is possible to use DMF ethylene acetal to obtain N-hydroxyethylazoles. The structures of the products were established by13C NMR spectroscopy.

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Authors and Affiliations

  1. All-Union Scientific Center for Oncology, Academy of Medical Sciences of the USSR, 115478, Moscow

    Yu. N. Bulychev, M. N. Preobrazhenskaya, A. I. Chernyshev & S. E. Esipov

  2. All-Union Research Institute for Antibiotics, Minmedmikrobioprom USSR, 113105, Moscow

    Yu. N. Bulychev, M. N. Preobrazhenskaya, A. I. Chernyshev & S. E. Esipov

Authors
  1. Yu. N. Bulychev
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  2. M. N. Preobrazhenskaya
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  3. A. I. Chernyshev
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  4. S. E. Esipov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 920–924, July, 1988.

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Bulychev, Y.N., Preobrazhenskaya, M.N., Chernyshev, A.I. et al. N-alkylation of 4-chloro-5-cyano-1,2,3-triazole with orthoformic acid derivatives. Chem Heterocycl Compd 24, 756–759 (1988). https://doi.org/10.1007/BF00633170

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  • DOI: https://doi.org/10.1007/BF00633170

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