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The synthesis of 5H-thiazolo[2,3-c][1,2,4]triazine derivatives and substituted 3-(2-acylvinylthio)-1,2,4-triazin-5-ones from 6-methyl-3-thioxo-1,2,4-triazin-5-one, 1-acyl-2-bromoacetylenes, and α-acetylenic ketones. X-ray study of 3-benzoyl-6-methyl-5H-thiazolo[2,3-c][1,2,4]triazin-5-one

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

3-Acyl-6-methyl-5H-thiazolo[2,3-c][1,2,4]triazines were synthesized by reaction of 1-acyl-2-bromoacetylenes with 6-methyl-3-thioxo-1,2,4-triazin-5-one in methanol in the presence of triethylamine at 20 °C. The structure of 3-benzoyl-6-methyl-5H-thiazolo[2,3-c][1,2,4]triazine was established by X-ray structural analysis. Substituted 3-(2-acetylvinylthio)1,2,4-triazin-5-ones were obtained by the reaction of α-acetylenic ketones with 6-methyl-3-thioxo-1,2,4-triazin-5-one under the same conditions. The structures of the new compounds were confirmed by IR,1H, and13C NMR spectroscopy.

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 ul. Favorskogo, 664033, Irkutsk, Russian Federation

    V. N. Elokhina, A. S. Nakhmanovich, T. N. Komarova, R. V. Karnaukhova, O. B. Bannikova & V. A. Lopyrev

  2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation

    Yu. T. Struchkov, O. V. Shishkin & K. A. Potekhin

Authors
  1. V. N. Elokhina
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  2. A. S. Nakhmanovich
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  3. T. N. Komarova
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  4. R. V. Karnaukhova
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  5. O. B. Bannikova
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  6. V. A. Lopyrev
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  7. Yu. T. Struchkov
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  8. O. V. Shishkin
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  9. K. A. Potekhin
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Additional information

Deceased.

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2971–2975, December, 1996.

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Elokhina, V.N., Nakhmanovich, A.S., Komarova, T.N. et al. The synthesis of 5H-thiazolo[2,3-c][1,2,4]triazine derivatives and substituted 3-(2-acylvinylthio)-1,2,4-triazin-5-ones from 6-methyl-3-thioxo-1,2,4-triazin-5-one, 1-acyl-2-bromoacetylenes, and α-acetylenic ketones. X-ray study of 3-benzoyl-6-methyl-5H-thiazolo[2,3-c][1,2,4]triazin-5-one. Russ Chem Bull 45, 2823–2826 (1996). https://doi.org/10.1007/BF01430652

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  • DOI: https://doi.org/10.1007/BF01430652

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