O, N and N, N double rearrangement

M Yokoyama, H Hatanaka, K Sakamoto

Index: Yokoyama, Masataka; Hatanaka, Hidekatsu; Sakamoto, Kayoko Journal of the Chemical Society, Chemical Communications, 1985 , # 5 p. 279 - 280

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Abstract

2-Cyano-3-hydroxy-3-(methylthio) acrylamide and 2-cyano-3-methylthio-3 (phenylamino) acrylamide condenses with benzoic acid in the presence of polyphosphoric acid trimethylsilyl ester to give 5-cyano-4-methylthio-2-phenyl-1, 3-oxazin-6-one (O, N double rearranged product) and 5-cyano-6-methylthio-2, 3-diphenyl-1, 3-diazin-4-one (N, N double rearranged product), respectively.