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

A. A. Chudinov; R. S. Dovbnya; E. A. Krasnokutskaya; V. D. Ogorodnikov; I. L. Filimonova

doi:10.1007/s11172-016-1583-9

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

作者: Chudinov A.A.¹, Dovbnya R.S.¹, Krasnokutskaya E.A.¹, Ogorodnikov V.D.², Filimonova I.L.³
隶属关系:
1. National Research Tomsk Polytechnic University
2. Institute of Petroleum Chemistry, Siberian Branch of the Russian Academy of Sciences
3. Siberian State Medical University
期: 卷 65, 编号 9 (2016)
页面: 2312-2314
栏目: Brief Communications
URL: https://ogarev-online.ru/1066-5285/article/view/239028
DOI: https://doi.org/10.1007/s11172-016-1583-9
ID: 239028

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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.