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
6-Methyl-1,3-oxazine-2,4(3H)-dione 1 reacts with 2 equiv. arylamines 3 at 150-160-degrees-C to give 1-aryl-6-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.
Synthesis and transformations of 1-(4-hydroxyphenyl)dihydrouracils
作者:R. S. Baltrushis、Z. -I. G. Beresnevichyus、V. Yu. Mitskyavichyus