EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES

EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES

A convenient scheme for the synthesis of a series of compounds of (E)-6-R-2-styryl­pyrimidin-(4H)-ones by reduction of 2-(2-oxo-2-arylethylidene)-2,3-dihydropyrimidin-4(1H)-ones with sodium borohydride was developed followed by dehydration of the obtained 2-(2-hydroxy-2-arylethyl)pyrimidin-­4(3H)-­o...

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Date:2025
Main Authors: Yavolovskii, Arkadii, Grishchuk, Lidiya, Pluzhnik-Glagyr, Sergei, Kamalov, Gerbert
Format: Article
Language:English
Published: V.I.Vernadsky Institute of General and Inorganic Chemistry 2025
Online Access:https://ucj.org.ua/index.php/journal/article/view/713
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Journal Title:Ukrainian Chemistry Journal

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Ukrainian Chemistry Journal
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spelling oai:ojs2.1444248.nisspano.web.hosting-test.net:article-7132025-05-07T17:16:24Z EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES Yavolovskii, Arkadii Grishchuk, Lidiya Pluzhnik-Glagyr, Sergei Kamalov, Gerbert 2-(2-Oxo-2-arylethylsulfanyl)-­pyrimidin-4(3H)-ones, 2-(2-hydroxy-2-aryl­ethyl)pyrimidin-4(3H)-ones, (E)-6-R-2-styryl­pyrimidine-(4H)-ones, reduction, dehydration, bromination, synthesis, structure. A convenient scheme for the synthesis of a series of compounds of (E)-6-R-2-styryl­pyrimidin-(4H)-ones by reduction of 2-(2-oxo-2-arylethylidene)-2,3-dihydropyrimidin-4(1H)-ones with sodium borohydride was developed followed by dehydration of the obtained 2-(2-hydroxy-2-arylethyl)pyrimidin-­4(3H)-­ones in orthophosphoric acid at eleva­ted temperature. Two variants of modification of 2-styrylpyrimidin-4(3H)-ones are propo­sed. Namely, 4-methylbenzosulfonates were synthesized, and it was also established that upon the interaction of (E)-6-methyl-2-styrylpyrimidin-(4H)-one with an equimolecular amount of Br2, the reaction product turned out to be (E)-5-bromo-6-R-2-styrylpyrimidine-(4H)-­one. The structure of the synthesized compounds was established using NMR spectroscopy and mass spectrometry. V.I.Vernadsky Institute of General and Inorganic Chemistry 2025-04-25 Article Article Organic chemistry Органическая xимия Органічна xімія application/pdf https://ucj.org.ua/index.php/journal/article/view/713 10.33609/2708-129X.91.3.2025.25-33 Ukrainian Chemistry Journal; Vol. 91 No. 3 (2025): Ukrainian Chemistry Journal; 25-33 Украинский химический журнал; Том 91 № 3 (2025): Ukrainian Chemistry Journal; 25-33 Український хімічний журнал; Том 91 № 3 (2025): Ukrainian Chemistry Journal; 25-33 2708-129X 2708-1281 en https://ucj.org.ua/index.php/journal/article/view/713/361
institution Ukrainian Chemistry Journal
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datestamp_date 2025-05-07T17:16:24Z
collection OJS
language English
topic_facet 2-(2-Oxo-2-arylethylsulfanyl)-­pyrimidin-4(3H)-ones
2-(2-hydroxy-2-aryl­ethyl)pyrimidin-4(3H)-ones
(E)-6-R-2-styryl­pyrimidine-(4H)-ones
reduction
dehydration
bromination
synthesis
structure.
format Article
author Yavolovskii, Arkadii
Grishchuk, Lidiya
Pluzhnik-Glagyr, Sergei
Kamalov, Gerbert
spellingShingle Yavolovskii, Arkadii
Grishchuk, Lidiya
Pluzhnik-Glagyr, Sergei
Kamalov, Gerbert
EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
author_facet Yavolovskii, Arkadii
Grishchuk, Lidiya
Pluzhnik-Glagyr, Sergei
Kamalov, Gerbert
author_sort Yavolovskii, Arkadii
title EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
title_short EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
title_full EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
title_fullStr EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
title_full_unstemmed EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
title_sort effective method for producing 2-styrylpyrimidin-4(3h)-ones
description A convenient scheme for the synthesis of a series of compounds of (E)-6-R-2-styryl­pyrimidin-(4H)-ones by reduction of 2-(2-oxo-2-arylethylidene)-2,3-dihydropyrimidin-4(1H)-ones with sodium borohydride was developed followed by dehydration of the obtained 2-(2-hydroxy-2-arylethyl)pyrimidin-­4(3H)-­ones in orthophosphoric acid at eleva­ted temperature. Two variants of modification of 2-styrylpyrimidin-4(3H)-ones are propo­sed. Namely, 4-methylbenzosulfonates were synthesized, and it was also established that upon the interaction of (E)-6-methyl-2-styrylpyrimidin-(4H)-one with an equimolecular amount of Br2, the reaction product turned out to be (E)-5-bromo-6-R-2-styrylpyrimidine-(4H)-­one. The structure of the synthesized compounds was established using NMR spectroscopy and mass spectrometry.
publisher V.I.Vernadsky Institute of General and Inorganic Chemistry
publishDate 2025
url https://ucj.org.ua/index.php/journal/article/view/713
work_keys_str_mv AT yavolovskiiarkadii effectivemethodforproducing2styrylpyrimidin43hones
AT grishchuklidiya effectivemethodforproducing2styrylpyrimidin43hones
AT pluzhnikglagyrsergei effectivemethodforproducing2styrylpyrimidin43hones
AT kamalovgerbert effectivemethodforproducing2styrylpyrimidin43hones
first_indexed 2025-09-24T17:44:00Z
last_indexed 2025-09-24T17:44:00Z
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