Issue 6, 1993

Heterocyclic transformations. Part 5: Studies in reactions of 6-methyl -l,3-oxazine-2,4(3H)-dione with arylamines—a facile synthesis of 1-aryl-6-methyluracils

Abstract

6-Methyl-1,3-oxazine-2,4(3H)-dione 1 reacts with 2 equiv. arylamines 3 at 150–160 °C to give 1 -aryl6-methyluracils 5 or 1-aryl-3-(3-aryliminobutanoyl)ureas 4. The latter—as well as mixtures of 1 and 3(2 equiv.) on refluxing, in isopentanol in some cases or in acetic acid in general–provide a facile synthesis of 5. The role of the stoichiometric excess of arylamines as against an equiv. of an alkylamine in similar reactions has been rationalized.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1993, 731-735

Heterocyclic transformations. Part 5: Studies in reactions of 6-methyl -l,3-oxazine-2,4(3H)-dione with arylamines—a facile synthesis of 1-aryl-6-methyluracils

H. Singh, P. Singh, P. Aggarwal and S. Kumar, J. Chem. Soc., Perkin Trans. 1, 1993, 731 DOI: 10.1039/P19930000731

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