We have demonstrated the preparation of diethyl 6-aryl-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates by reaction of urea, oxalacetic ester, and aromatic aldehydes with substituents of various electronic properties. Alkylation of the obtained compounds in the alkyl halogenide–KOH/Н2О–MeCN system resulted in mixtures of N-alkyl derivatives, which can be separated by column chromatography. Longer reaction time led selectively to 1,3-dialkylation products.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1599-1605, October, 2013.
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Kolosov, M.A., Al-Ogaili, M.J.K., Parkhomenko, V.S. et al. Synthesis and Alkylation of Diethyl 6-Aryl-2-Oxo-1,2,3,6-Tetrahydropyrimidine-4,5-Dicarboxylates. Chem Heterocycl Comp 49, 1484–1489 (2014). https://doi.org/10.1007/s10593-014-1399-1
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DOI: https://doi.org/10.1007/s10593-014-1399-1