Synthesis and Structure of 6-Acetyl-2-Arylhydrazone Derivatives of Thiazolo[3,2-a]Pyrimidine
Artem S. Agarkov, Dilyara O. Mingazhetdinova, Anna A. Nefedova, Alexander S. Ovsyannikov, Andrey K. Shiryaev, Igor A. Litvinov, Svetlana E. Solovieva, Igor S. Antipin
Organics · pp. 438–446 · Published 11 Aug 2023
10.3390/org4030031Abstract
Triazolo[4,3-a]pyrimidine is one of the promising structural fragments for the development of drugs, including anticancer drugs. This work is devoted to the synthesis of a number of new 2-arylhydrazone derivatives of thiazolo[3,2-a]pyrimidine, which are synthetic precursors for triazolo[4,3-a]pyrimidines. The crystal structure of 6-acetyl-7-methyl-5-phenyl-2-(2-phenylhydrazineylidene)-5H-thiazolo[3,2-a]pyrimidin-3(2H)-one was established by SCXRD. In the reduction reaction of the compound, the following system was used: vanadium(V) oxide, and sodium borohydride in ethanol at room temperature, which led to the formation of only one pair of diastereomers (1R*)-1-((5S*,6R*,7R*)-(1-(hydroxymethyl)-7-methyl-1,5-diphenyl-1,5,6,7-tetrahydro[1,2,4]triazolo[4,3-a]pyrimidin-6-yl)ethan-1-ol.
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Cited by 14
Artem S. Agarkov, Dilyara O. Mingazhetdinova, Anna A. Nefedova · Russian Chemical Bulletin · 2024
Dilyara O. Mingazhetdinova, Anna A. Nefedova, Andrey A. Kozhikhov · CrystEngComm · 2025
Rajendran Venkatraman, Jaganathan Divya, Pannerselvam Gayathri · Analele Universităţii "Ovidius" Constanţa. Seria Chimie/"Ovidius" University Annals of Chemistry · 2024
V.L. Furer, Artem S. Agarkov, Alexandr E. Vandyukov · Journal of Molecular Structure · 2025
V.L. Furer, Artem S. Agarkov, Alexandr E. Vandyukov · Structural Chemistry · 2024
Dilyara O. Mingazhetdinova, Artem S. Agarkov, Igor A. Litvinov · Organic & Biomolecular Chemistry · 2026
Dilyara O. Mingazhetdinova, Artem S. Agarkov, Elina R. Gabitova · Structural Chemistry · 2026
Showing 7 of 14 known citations — external sources report more than can currently be individually listed.
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