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.

About the authors

A. A. Chudinov

National Research Tomsk Polytechnic University

Email: eak@tpu.ru
Russian Federation, 30 prosp. Lenina, Tomsk, 634050

R. S. Dovbnya

National Research Tomsk Polytechnic University

Email: eak@tpu.ru
Russian Federation, 30 prosp. Lenina, Tomsk, 634050

E. A. Krasnokutskaya

National Research Tomsk Polytechnic University

Author for correspondence.
Email: eak@tpu.ru
Russian Federation, 30 prosp. Lenina, Tomsk, 634050

V. D. Ogorodnikov

Institute of Petroleum Chemistry, Siberian Branch of the Russian Academy of Sciences

Email: eak@tpu.ru
Russian Federation, 4 prosp. Akademicheskii, Tomsk, 634021

I. L. Filimonova

Siberian State Medical University

Email: eak@tpu.ru
Russian Federation, 2 Moskovskii trakt, Tomsk, 634050

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