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Report | Regular issue | Vol 23, No. 7, 1985, pp.1685-1689
Published online, 1st January, 1970
DOI: 10.3987/R-1985-07-1685
Regioselective Synthesis of N-1 and N-2 Substituted Pyrimidinones Employing a Novel 1,3-Oxazine Preparation

Harvey I. Skulnick and Wendell Wierenga*

*CNS Research, The Upjohn Company, Kalamazoo, MI 49001, U.S.A.


Reaction of ethyl benzoylacetate with methylthiopseudourea resulted in expulsion of methylmercaptan to afford 2-amino-6-phenyl-4H-1,3-oxarin-4-one in good yield. This novel oxazine synthesis was exploited to secure N-1 and N-2 substituted pyrimidinones regiospecifically.