EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES
Vol. 91 No. 3 (2025), Organic chemistry
Vol. 91 No. 3 (2025)

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

Organic chemistry
https://doi.org/10.33609/2708-129X.91.3.2025.25-33
Published April 25, 2025
Arkadii Yavolovskii
A. V. Bogatsky Physico-Chemical Institute of Na­tional Academy of Science of Ukraine, Lustdorfska doroga, 86, Odessa, 65080, Ukraine,
http://orcid.org/0000-0002-1655-170X
Lidiya Grishchuk
A. V. Bogatsky Physico-Chemical Institute of Na­tional Academy of Science of Ukraine, Lustdorfska doroga, 86, Odessa, 65080, Ukraine,
http://orcid.org/0000-0002-7118-0358
Sergei Pluzhnik-Glagyr
A. V. Bogatsky Physico-Chemical Institute of Na­tional Academy of Science of Ukraine, Lustdorfska doroga, 86, Odessa, 65080, Ukraine,
http://orcid.org/0000-0002-2131-0003
Gerbert Kamalov
A. V. Bogatsky Physico-Chemical Institute of Na­tional Academy of Science of Ukraine, Lustdorfska doroga, 86, Odessa, 65080, Ukraine
http://orcid.org/0000-0002-3959-5000
№2

Keywords

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.

How to Cite

Yavolovskii, A., Grishchuk, L., Pluzhnik-Glagyr, S., & Kamalov, G. (2025). EFFECTIVE METHOD FOR PRODUCING 2-STYRYLPYRIMIDIN-4(3H)-ONES. Ukrainian Chemistry Journal, 91(3), 25-33. https://doi.org/10.33609/2708-129X.91.3.2025.25-33
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Abstract

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.

https://doi.org/10.33609/2708-129X.91.3.2025.25-33
№2

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