Previously unknown 3′-R1-spiro[(aza/oxa/thia)cycloalkyl-1(3, 4),6′-[1,2,4]triazino[2,3-c]quinazolin]-2′(7′H)-ones were obtained on the basis of (5+1) cyclocondensation reaction of substituted 6-R1-3-(2-aminophenyl)-1,2,4-triazin-5(2Н)-ones with cyclic ketones. It was established that the steric and electronic factors of cyclic ketones did not affect the reaction duration and product yields. The structure of the synthesized compounds was proved by 1Н and 13C NMR spectroscopy, mass spectrometry, and X-ray structural analysis. The synthesized compounds were characterized as promising anticonvulsants.
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This study received financial support from the Enamine Ltd. (Kyiv, Ukraine).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2017, 53(10), 1134–1147
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Voskoboynik, O.Y., Kolomoets, O.S., Palchikov, V.A. et al. [1,2,4]Triazino[2,3-с]quinazolines 2*. Synthesis, structure, and anticonvulsant activity of new 3′-R1-spiro[(aza/oxa/thia)cycloalkyl-1(3, 4),6′-[1,2,4]triazino[2,3-c]quinazolin]-2′(7′H)-ones. Chem Heterocycl Comp 53, 1134–1147 (2017). https://doi.org/10.1007/s10593-017-2184-8
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DOI: https://doi.org/10.1007/s10593-017-2184-8