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Alkylation of Ethyl 2-Aryl-1-hydroxy-4-methyl-1Н-imidazole-5-carboxylates with Benzyl Halides
- Authors: Nikitina P.A.1, Oskina I.A.2, Nikolaenkova E.B.2, Kulikova E.A.1, Miroshnikov V.S.1, Perevalov V.P.1, Tikhonov A.Y.2
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Affiliations:
- Mendeleev University of Chemical Technology of Russia
- Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
- Issue: Vol 61, No 4 (2025)
- Pages: 475-483
- Section: ЭКСПЕРИМЕНТАЛЬНЫЕ СТАТЬИ
- URL: https://ruspoj.com/0514-7492/article/view/689699
- DOI: https://doi.org/10.31857/S0514749225040144
- EDN: https://elibrary.ru/SEOHNP
- ID: 689699
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Abstract
Alkylation of ethyl 2-aryl-1-hydroxy-4-methyl-1H-imidazole-5-carboxylates with substituted benzyl halides led to the selective formation of O-alkoxy derivatives. Products of N-alkylation (1-alkylimidazole 3-oxides) could be obtained by condensation reaction from acyclic starting compounds. If a 2-hydroxyphenyl moiety was present in position 2 of imidazole ring, then monoalkylation proceeded selectively at hydroxy group of the nitrogen atom of heterocycle.
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About the authors
Polina A. Nikitina
Mendeleev University of Chemical Technology of Russia
Author for correspondence.
Email: polinandrevna@yandex.ru
ORCID iD: 0000-0003-1542-5565
Russian Federation, 9, Miusskaya Sqr., Moscow, 125047
Irina A. Oskina
Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
Email: polinandrevna@yandex.ru
ORCID iD: 0000-0001-5788-0182
Russian Federation, 9, Ac. Lavrentyev Ave., Novosibirsk, 630090
Elena B. Nikolaenkova
Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
Email: polinandrevna@yandex.ru
ORCID iD: 0009-0000-5034-8513
Russian Federation, 9, Ac. Lavrentyev Ave., Novosibirsk, 630090
Ekaterina A. Kulikova
Mendeleev University of Chemical Technology of Russia
Email: polinandrevna@yandex.ru
ORCID iD: 0009-0009-2311-395X
Russian Federation, 9, Miusskaya Sqr., Moscow, 125047
Vladimir S. Miroshnikov
Mendeleev University of Chemical Technology of Russia
Email: polinandrevna@yandex.ru
ORCID iD: 0000-0003-3815-7479
Russian Federation, 9, Miusskaya Sqr., Moscow, 125047
Valery P. Perevalov
Mendeleev University of Chemical Technology of Russia
Email: polinandrevna@yandex.ru
ORCID iD: 0000-0002-3980-6496
Russian Federation, 9, Miusskaya Sqr., Moscow, 125047
Alexey Ya. Tikhonov
Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the RAS
Email: polinandrevna@yandex.ru
ORCID iD: 0000-0002-6391-4366
Russian Federation, 9, Ac. Lavrentyev Ave., Novosibirsk, 630090
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