Funct. Mater. 2025; 32 (3): 458-470.

doi:https://doi.org/10.15407/fm32.03.458

Chemical properties of the 5-methyl-7-phenyl-4,7-dihydro-1,2,4-triazolo-[1,5-a]pyrimidin-6-carbaldehyde and its derivatives

V.V. Lipson1,3, N.V. Svetlichnaya2, V.M. Vakula1,2, M.G. Shirobokova1, S.V. Shishkina1, I.S. Konovalova1, O.V. Vashchenko1, V.I. Musatov1

1Institute of Functional Materials Chemistry, SSI "Institute for Single Crystals" of NAS of Ukraine, 60 Nauky Ave., Kharkiv 61072, Ukraine
2Medicinal Chemistry Department, SI "V.Ya. Danilevsky Institute for Endocrine Pathology Problems" of NAMS of Ukraine, 10 Alchevskyh St., Kharkiv 61002, Ukraine
3 Chemistry School, V.N.Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv 61022, Ukraine

Abstract: 

Reactions of 5-methyl-7-phenyl-4,7-dihydro-1,2,4-triazolo-[1,5-a]pyrimidin-6-carbaldehyde with different oxidizing reagents, nitrogen containing nucleophiles and CH-acids have been studied. The structure of the synthesized compounds was determined on the basis of 1H, 13C NMR, IR, and MS spectroscopic data and confirmed by the X-ray analysis of the 5-methyl-6-nitro-7-phenyl[1,2,4]triazolo[1,5-a]pyrimidine, 5-dibromomethyl-6-brom-7-phenyl[1,2,4]triazolo-[1,5-a]pyrimidine, and 5-((4,7-dihydro-5-methyl-7-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-6-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione.

Keywords: 
5-methyl-7-phenyl-4,7-dihydro-1,2,4-triazolo-[1,5-a]pyrimidin-6-carbaldehyde, chemical properties, nucleophilic addition, oxidation reactions, condensations with CH-acids.

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