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An Efficient Synthesis of Novel 4-Aryl-2-thioxo-3,4-dihydro-1H-pyrimido[1,2-a][1,3,5]triazin-6(2H)-ones and Their Antibacterial Activity

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Department of Organic Chemistry, Voronezh State University, Universitetskaya pl. 1, Voronezh 394006, Russia
2
Research Computing Center, Lomonosov Moscow State University, Leninskie Gory, 1, Building 4, Moscow 119234, Russia
*
Author to whom correspondence should be addressed.
Academic Editor: Ian R. Baxendale
Molbank 2022, 2022(3), M1417; https://doi.org/10.3390/M1417
Received: 8 July 2022 / Revised: 28 July 2022 / Accepted: 29 July 2022 / Published: 30 July 2022
New substituted 4-aryl-8-methyl-2-thioxo-1,2,3,4-tetrahydro-6H-pyrimido[1,2-a][1,3,5]triazin-6-one 8ab and ethyl 4-aryl-6-oxo-2-thioxo-1,3,4,6-tetrahydro-2H-pyrimido[1,2-a][1,3,5]triazine-7-carboxylate 8ce were synthesized by the reaction of the corresponding 4-oxopyrimidin-2-ylthioureas with arylaldehydes. The formation of only one regioisomer was proven using complex spectral data and its structure was characterized. It was found that the interaction of 6-amino-4-phenyl-3,4-dihydro-1,3,5-triazine-2(1H)-thione with ethyl acetoacetate and diethyl ethoxymethylenemalonate leads to the formation of the same regioisomer. That is, changing the sequence of stages in this cascade process does not affect the structure of the final reaction product. All synthesized compounds exhibit antibacterial activity against E. coli and S. aureus cultures at a concentration (MIC) of 256 µg/mL. View Full-Text
Keywords: pyrimido[1,2-a][1,3,5]triazine; cyclization; antibacterial; pyrimidin-2-ylthiourea pyrimido[1,2-a][1,3,5]triazine; cyclization; antibacterial; pyrimidin-2-ylthiourea
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MDPI and ACS Style

Van Quy, D.; Van Hung, N.; Stolpovskaya, N.; Kruzhilin, A.; Olshannikova, S.S.; Holyavka, M.; Sulimov, V.; Shikhaliev, K. An Efficient Synthesis of Novel 4-Aryl-2-thioxo-3,4-dihydro-1H-pyrimido[1,2-a][1,3,5]triazin-6(2H)-ones and Their Antibacterial Activity. Molbank 2022, 2022, M1417. https://doi.org/10.3390/M1417

AMA Style

Van Quy D, Van Hung N, Stolpovskaya N, Kruzhilin A, Olshannikova SS, Holyavka M, Sulimov V, Shikhaliev K. An Efficient Synthesis of Novel 4-Aryl-2-thioxo-3,4-dihydro-1H-pyrimido[1,2-a][1,3,5]triazin-6(2H)-ones and Their Antibacterial Activity. Molbank. 2022; 2022(3):M1417. https://doi.org/10.3390/M1417

Chicago/Turabian Style

Van Quy, Do, Nguyen Van Hung, Nadezhda Stolpovskaya, Aleksey Kruzhilin, Svetlana S. Olshannikova, Marina Holyavka, Vladimir Sulimov, and Khidmet Shikhaliev. 2022. "An Efficient Synthesis of Novel 4-Aryl-2-thioxo-3,4-dihydro-1H-pyrimido[1,2-a][1,3,5]triazin-6(2H)-ones and Their Antibacterial Activity" Molbank 2022, no. 3: M1417. https://doi.org/10.3390/M1417

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