Synthesis and reactivity of 4-hydroxy-5-methyl-2-(2-oxo-2H-chromen-3-yl)-6H-1,3-oxazin-6-ones
- Authors: Chernov N.M.1, Filippova P.V.1, Yakovlev I.P.1, Zakhs V.E.1, Belyakov A.V.2
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Affiliations:
- St. Petersburg State Chemical Pharmaceutical Academy
- St. Petersburg State Institute of Technology (Technical University)
- Issue: Vol 86, No 6 (2016)
- Pages: 1292-1299
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/215251
- DOI: https://doi.org/10.1134/S1070363216060128
- ID: 215251
Cite item
Abstract
4-Hydroxy-6H-1,3-oxazin-6-ones with a coumarin fragment in position 2 of the oxazine ring were synthesized. Their hydrolysis, alcoholysis, and hydrazinolysis afforded a number of new coumarin derivatives containing malonamic acid and 1,2,4-triazole residues. The low stability of the title compounds toward oxygencentered nucleophiles was interpreted by quantum chemical calculations.
About the authors
N. M. Chernov
St. Petersburg State Chemical Pharmaceutical Academy
Author for correspondence.
Email: nikita.chernov@pharminnotech.com
Russian Federation, ul. Professora Popova 14/A, St. Petersburg, 197376
P. V. Filippova
St. Petersburg State Chemical Pharmaceutical Academy
Email: nikita.chernov@pharminnotech.com
Russian Federation, ul. Professora Popova 14/A, St. Petersburg, 197376
I. P. Yakovlev
St. Petersburg State Chemical Pharmaceutical Academy
Email: nikita.chernov@pharminnotech.com
Russian Federation, ul. Professora Popova 14/A, St. Petersburg, 197376
V. E. Zakhs
St. Petersburg State Chemical Pharmaceutical Academy
Email: nikita.chernov@pharminnotech.com
Russian Federation, ul. Professora Popova 14/A, St. Petersburg, 197376
A. V. Belyakov
St. Petersburg State Institute of Technology (Technical University)
Email: nikita.chernov@pharminnotech.com
Russian Federation, Moskovskii pr. 26, St. Petersburg, 190013