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Reactions of 1,3,5-triazinylnitroformaldoxime 4.* synthesis of (5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines

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Chemistry of Heterocyclic Compounds Aims and scope

Heating 4-R-methoxy-1,3,5-triazin-2-ylnitroformaldoximes with nitriles leads not to the formation of 1,2,4-oxadiazoles but rather to dimerization of the intermediate 1,3,5-triazinylnitrile oxides to give furoxanes. The reaction of 4-R-6-methoxy-1,3,5-triazin-2-ylnitroformaldoximes with ammonia and amines gives 1,3,5-triazinylamidoximes, which upon acylation and subsequent intramolecular cyclization yield (5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines.

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Authors and Affiliations

  1. Samara State Technical University, 244 Molodogvardeyskaya St., 443100, Samara, Russia

    V. V. Bakharev, A. A. Gidaspov, E. V. Selezneva, V. E. Parfenov, I. V. Ulˈyankina, I. S. Nazarova & Yu. T. Palatova

  2. Ural Federal University named after the First President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg, 620002, Russia

    O. S. Elˈtsov

Authors
  1. V. V. Bakharev
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  2. A. A. Gidaspov
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  3. E. V. Selezneva
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  4. V. E. Parfenov
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  5. I. V. Ulˈyankina
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  6. I. S. Nazarova
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  7. Yu. T. Palatova
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  8. O. S. Elˈtsov
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Corresponding author

Correspondence to V. V. Bakharev.

Additional information

*For Communication 3, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1521-1531, October, 2011.

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Bakharev, V.V., Gidaspov, A.A., Selezneva, E.V. et al. Reactions of 1,3,5-triazinylnitroformaldoxime 4.* synthesis of (5-R-1,2,4-oxadiazol-3-yl)-1,3,5-triazines. Chem Heterocycl Comp 47, 1258–1267 (2012). https://doi.org/10.1007/s10593-012-0901-x

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  • DOI: https://doi.org/10.1007/s10593-012-0901-x

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