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Two Directions of the Reaction of 4-Bromobenzaldehyde with Substituted Acetophenones and Urea. Synthesis of Aryl-substituted Pyrimidin-2-one and Hexahydropyrimido[4,5-d]pyrimidin-2,7-dione
Authors:V. F. Sedova  O. P. Shkurko
Affiliation:(1) N. N. Vorozhstsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, 630090
Abstract:Condensation of 4-bromobenzaldehyde, urea, and 4-alkyl-substituted acetophenones gave substituted hexahydro-1H,8H-pyrimido[4,5-d]pyrimidin-2,7-diones or 1H-pyrimidin-2-ones, depending on the substituent on the acetophenone ring and the nature of the solvent (i-PrOH, BuOH, AcOH). The corresponding 5-bromopyrimidin-2-ones were formed on bromination of these compounds. The structures of these compounds were confirmed by IR, UV, and 1H NMR spectroscopy.
Keywords:4-alkylacetophenones  aminopyrimidines  4-bromoacetaldehyde  5-bromo-1H-pyrimidin-2-ones  hexahydro-1H,8H-pyrimido[4,5-d]pyrimidin-2,7-diones  4,6-diaryl-1H-pyrimidin-2-ones  chloropyrimidines  bromination  condensation
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