A new reaction of alkyl perchlorates with acetonitrile. Synthesis of N-alkylacetamides


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Abstract

An ability of n-alkyl and 1-adamantylmethyl perchlorates to be converted to the corresponding N-alkylacetamides upon treatment with acetonitrile was demonstrated. This reaction is an example of Ritter-type reaction, which proceeds under exclusively mild conditions and requires no catalysis or special activation of reagents. N-Alkylacetamides were formed in quantitative yields in analytically pure form.

About the authors

N. V. Yashin

Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences

Email: elaver@org.chem.msu.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991; 1 Severnyi pr-d, Chernogolovka, Moscow Region, 142432

E. B. Averina

Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Author for correspondence.
Email: elaver@org.chem.msu.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991; 1 Severnyi pr-d, Chernogolovka, Moscow Region, 142432; 47 Leninsky prosp., Moscow, 119991

Yu. K. Grishin

Department of Chemistry, M. V. Lomonosov Moscow State University

Email: elaver@org.chem.msu.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991

T. S. Kuznetsova

Department of Chemistry, M. V. Lomonosov Moscow State University

Email: elaver@org.chem.msu.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991

N. S. Zefirov

Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences

Email: elaver@org.chem.msu.ru
Russian Federation, Build. 3, 1 Leninskie Gory, Moscow, 119991; 1 Severnyi pr-d, Chernogolovka, Moscow Region, 142432

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