Abstract
Reaction of diketene with potassium cyanate in acetic acid gives 6-methyl-2,3-dihydro-2,4-diketo-1,3-oxazine, also formed by cyclizing acetoacetylurethane, or by treating ammonium thiocyanate with diketene in the presence of mercuric acetate. Acetylation of N-trisubstituted ureas with ketene in acetic acid gives N-alkyl derivatives of 6-methyl-2,3-dihydro-2,4-diketo-1,3-oxazine.
Similar content being viewed by others
References
V. I. Gunar, L. F. Ovechkina, and S. I. Zav'yalov, Izv. AN SSSR, ser. khim., 1076, 1965.
R. N. Lacey and W. R. Ward, J. Chem. Soc., 2134, 1958.
V. I. Gunar and S. I. Zav'yalov, DAN,158, 1358, 1964.
Organic Synthesis [Russian translation], 3, 432, 1952.
R. L. Rowland, W. L. Perry and S. Gerstein, J. Am. Chem. Soc.,73, 3691, 1951.
Org. Syntheses, vol. II, 150, 1943.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Gunar, V.I., Mikhailopulo, I.A., Ovechkina, L.F. et al. Synthesis of 1,3-oxazine derivatives based on diketene. Chem Heterocycl Compd 3, 34–35 (1967). https://doi.org/10.1007/BF00944253
Issue Date:
DOI: https://doi.org/10.1007/BF00944253