Abstract
6-Phenyl-, 2-methyl-6-phenyl-, and 2,6-diphenyl-4-pyrimidinylidenemalononitrile in acetic acid react with HNO3 to form the corresponding 4-ethoxycarbonylpyrimidines in high yields after treatment of the intermediate product with ethanol. Under the same conditions 6-methyl-2-phenyl-4-pyrimidinylidenemalononitrile yields 6-methyl-5-nitro-4-ethoxycarbonylpyrimidine whereas 2-phenyl-4-pyrimidinylidenemalononitrile gives a mixture of 2-phenyl-4-ethoxycarbonyl- and 5-nitro-2-phenyl-4-ethoxycarbonylpyrimidine.
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References
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Novosibirsk Institute of Organic Chemistry of the Siberian Division of the Russian Academy of Sciences, Novosibirsk 630090, Russia; e-mail: benzol@nioch.nsc.ru. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 361–364, March, 1999.
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Oleinik, I.V., Shkurko, O.P. Transformations of methyl(phenyl)-substituted 1,4-dihydro-4-pyrimidinylidenemalononitriles under action of nitric acid. Chem Heterocycl Compd 35, 316–318 (1999). https://doi.org/10.1007/BF02259362
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DOI: https://doi.org/10.1007/BF02259362