Synthesis and properties of esters and amides of pyridine- and 1,2-azolcarbonic acids
https://doi.org/10.29235/1561-8331-2021-57-2-185-194
Abstract
Based on esters of nicotinic and isonicotinic acids with hydroxybenzaldehydes, a series of functionally substituted derivatives containing isoxazole and isothiazole heterocycles in the molecule have been synthesized. Azomethines were obtained by condensation of nicotinates and isonicotinates with p-bromoaniline and m-aminophenol, which have been reduced with sodium triacetoxyborohydride to give the corresponding amines. Acylation of amino derivatives of nicotinates and isonicotinates with 5-arylisoxazole- and 4,5-dichloroisothiazolecarbonyl chlorides leads to the esters and amides with isoxazole and isothiazole residues.
Keywords
Supporting agencies: This work has been performed with a partial financial support of Russian Foundation for Fundamental Research, grant 20-58-00005-Бел_a, and Belarusian Republican Foundation for Fundamental Research, grant Х20Р-017. The authors express their gratitude to Professor Wenliang Li of the Jilin Medical University of China for providing the biotesting data.
About the Authors
D. V. Kazak
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Diana V. Kazak – Chemical Engineer
13, Surganov Str., 220072, Minsk
Е. А. Dikusar
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Evgenij A. Dikusar – Ph. D. (Chemistry), Senior Researcher
13, Surganov Str., 220072, Minsk
E. A. Akishina
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Ekaterina A. Akishina – Postgraduate student, Junior Researcher
13, Surganov Str., 220072, Minsk
R. S. Alexeev
Lomonosov Moscow State University
Russian Federation
Russian Federation
Roman S. Alekseev – Ph. D. (Chemistry), Senior Researcher
1/3, Leninskie Gory, 119991, Moscow
N. A. Bumagin
Lomonosov Moscow State University
Russian Federation
Russian Federation
Nikolay A. Bumagin – D. Sc. (Chemistry), Professor, Leading Researcher
1/3, Leninskie Gory, 119991, Moscow
V. I. Potkin
Institute of Physical Organic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Vladimir I. Potkin – Corresponding Member of the National Academy of Sciences of Belarus, D. Sc. (Chemistry), Professor, Head of the Department
13, Surganov Str., 220072, Minsk
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