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Communication | Regular issue | Vol 43, No. 10, 1996, pp.2083-2090
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7519
Reactions of Methacryloyl Isocyanate with Imines Derived from Ketones and Alkyl Amines

Otohiko Tsuge, Taizo Hatta, Masaaki Kuwata, Tadahiro Yamashita, and Akikazu Kakehi

*Department of Industrial Chemistry, Kumamoto Institute of Technology, 4-22-1, Ikeda, Kumamoto


The reactions of methacryloyl isocyanate (MAI) with imines derived from ketones and alkyl amines led to the formations of the corresponding 2H-1,3,5-oxadiazin-4(3H)-one, 1,3-oxazine, piperidinedione, and/or 1-alkyl-1-alkenyl-3-methacryloyures, whose relative yields greatly depended on the reaction conditions as well as the nature of imine. The latter three compounds sorrespond to products arising from the reaction of MAI with enamine tautomers of imines.