Synthesis of Diethyl 6-Amino-1-aryl-2-oxo-1,2-dihydropyridine-3,5-carboxylate

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Abstract

It was found that the reaction of malonic acid N-arylamidoesters with ethyl 2-cyano-3-ethoxyacrylate in ethanol in the presence of equimolar amounts of triethylamine both at room temperature and under reflux leads to the formation of previously unknown diethyl 6-amino-1-aryl-2-oxo-1,2-dihydropyridine-3,5-carboxylates with yields of 40–70%. Structure of the obtained compounds was confirmed by NMR and IR spectroscopy data. Antibacterial activity of some of the obtained compounds was studied.

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About the authors

A. Kh. Khachatryan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia; Crisis Management State Academy of the Ministry of Internal Affairs

Author for correspondence.
Email: avagyan9248@gmail.com
ORCID iD: 0000-0003-1210-9903
Armenia, Yerevan, 0014; Yerevan, 0040

K. A. Avagyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: avagyan9248@gmail.com
ORCID iD: 0000-0002-5370-041X
Armenia, Yerevan, 0014

A. E. Badasyan

Scientific Technological Center of Organic and Pharmaceutical Chemistry of the National Academy of Sciences of the Republic of Armenia

Email: avagyan9248@gmail.com
ORCID iD: 0009-0003-6123-9867
Armenia, Yerevan, 0014

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Supplementary files

Supplementary Files
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1. JATS XML
2. Fig. 1. Antibacterial activity of compounds 10a–zh against strains E. coli 0-55, Sh. flexneri 6858, B. subtilis 6633, St. aureus 209p.

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3. Scheme 1.

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4. Scheme 2.

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5. Scheme 3.

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