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A new transformation of aminopyridines upon diazotization in acetonitrile with the formation of N-pyridinylacetamides

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Abstract

Diazotization of aminopyridines upon treatment with NaNO2 and H3PO4 in acetonitrile led to the formation of N-pyridinylacetamides. This reaction constitutes a convenient and general preparative method for the synthesis of 2-, 3-, and 4-N-pyridinylacetamides under mild conditions in good yields. The in situ oxidation of the thus obtained N-pyridinylacetamides with hydrogen peroxide gave good yields of pyridinylacetamide N-oxides.

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Authors and Affiliations

  1. National Research Tomsk Polytechnic University, 30 prosp. Lenina, 634050, Tomsk, Russian Federation

    A. A. Chudinov, R. S. Dovbnya & E. A. Krasnokutskaya

  2. Institute of Petroleum Chemistry, Siberian Branch of the Russian Academy of Sciences, 4 prosp. Akademicheskii, 634021, Tomsk, Russian Federation

    V. D. Ogorodnikov

  3. Siberian State Medical University, 2 Moskovskii trakt, 634050, Tomsk, Russian Federation

    I. L. Filimonova

Authors
  1. A. A. Chudinov
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  2. R. S. Dovbnya
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  3. E. A. Krasnokutskaya
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  4. V. D. Ogorodnikov
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  5. I. L. Filimonova
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Corresponding author

Correspondence to E. A. Krasnokutskaya.

Additional information

Based on the materials of the International Congress on the Heterocyclic Chemistry "KOST-2015" (October 17—23, 2015, Moscow, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2312—2314, September, 2016.

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Chudinov, A.A., Dovbnya, R.S., Krasnokutskaya, E.A. et al. A new transformation of aminopyridines upon diazotization in acetonitrile with the formation of N-pyridinylacetamides. Russ Chem Bull 65, 2312–2314 (2016). https://doi.org/10.1007/s11172-016-1583-9

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  • DOI: https://doi.org/10.1007/s11172-016-1583-9

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