Reactions of Ethyl 2-Amino-5-(2-aryl-2-oxoethylidene)- 4-oxo-4,5-dihydrofuran-3-carboxylates and 2-Amino-5-(2-aryl- 2-oxoethylidene)-4-oxo-4,5-dihydrofuran-3-carbonitriles with Alcohols
- Authors: Ivanov D.V.1,2, Igidov N.M.2, Shurov S.N.1, Dmitriev M.V.1, Chernov I.N.3
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Affiliations:
- Perm National State Research University
- Perm State Pharmaceutical Academy
- Research Institute of Chemistry
- Issue: Vol 54, No 4 (2018)
- Pages: 573-577
- Section: Article
- URL: https://journal-vniispk.ru/1070-4280/article/view/217519
- DOI: https://doi.org/10.1134/S1070428018040097
- ID: 217519
Cite item
Abstract
Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carbonitriles reacted with alcohols in the presence of a catalytic amount of concentrated aqueous HCl to give the corresponding 5-alkoxy-2-amino-5-(2-aryl-2- oxoethyl)-4-oxo-1H-4,5-dihydrofuran-3-carboxylic acid derivatives. A probable reaction mechanism was proposed on the basis B3LYP/6-311G(d) quantum chemical calculations.
About the authors
D. V. Ivanov
Perm National State Research University; Perm State Pharmaceutical Academy
Author for correspondence.
Email: dm-psu@yandex.ru
Russian Federation, ul. Bukireva 15, Perm, 614990; ul. Polevaya 2, Perm, 614990
N. M. Igidov
Perm State Pharmaceutical Academy
Email: dm-psu@yandex.ru
Russian Federation, ul. Polevaya 2, Perm, 614990
S. N. Shurov
Perm National State Research University
Email: dm-psu@yandex.ru
Russian Federation, ul. Bukireva 15, Perm, 614990
M. V. Dmitriev
Perm National State Research University
Email: dm-psu@yandex.ru
Russian Federation, ul. Bukireva 15, Perm, 614990
I. N. Chernov
Research Institute of Chemistry
Email: dm-psu@yandex.ru
Russian Federation, pr. Gagarina 23, Nizhny Novgorod, 603950
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