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Cyclization of N-alkylammonium cations with bifunctional nucleophiles. 17. Annelation of imidazole and 1,2,4-triazine rings with pyrazines via the reactions of thiosemicarbazides with pyrazinium salts

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Abstract

1- and 4-mono- as well as 1,4-disubstituted thiosemicarbazies undergo cyclization reactions upon treatment with N-alkylpyrazinium and quinoxalinium salts to give N-aminosubstituted imidazo[4,5-b]pyrazines and imidazo[4,5-b]quinoxalines, respectively. Thiosemicarbazides containing substituents in the 2-position react with N-alkylquinoxaline salts to give 1,2,4-triazino[5,6-b]quinoxalines after cyclization.

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Authors and Affiliations

  1. S. M. Kirov Uralskii Polytechnical Institute, 620002, Sverdlovsk

    V. G. Baklikov, V. N. Charushin, O. N. Chupakhin & N. N. Sorokin

Authors
  1. V. G. Baklikov
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  2. V. N. Charushin
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  3. O. N. Chupakhin
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  4. N. N. Sorokin
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Additional information

For communication No, 16, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 960–966, July, 1985.

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Baklikov, V.G., Charushin, V.N., Chupakhin, O.N. et al. Cyclization of N-alkylammonium cations with bifunctional nucleophiles. 17. Annelation of imidazole and 1,2,4-triazine rings with pyrazines via the reactions of thiosemicarbazides with pyrazinium salts. Chem Heterocycl Compd 21, 798–804 (1985). https://doi.org/10.1007/BF00519151

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  • DOI: https://doi.org/10.1007/BF00519151

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