TRANSFORMATIONS OF METHYL(PHENYL)SUBSTITUTED 1,4-DIHYDRO-4-PYRIMIDINYLIDENEMALONONITRILES UNDER ACTION OF NITRIC ACID

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.

Authors: I. V. Oleinik and O. P. Shkurko.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (3), pp 316-318

http://link.springer.com/article/10.1007/BF02259362