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Communication | Regular issue | Vol 27, No. 9, 1988, pp.2063-2066
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4608
Rection of Isocynanic Acid and Isocynates with Diketene. Preparation of 2H-1,3-Oxazines, 4-Pyrones, and 2-Pyridones

Shoichiro Ozaki,* Toshio Nagase, and Takazo Kato

*Faculty of Engineering, Ehime University, 3 Bunkyo-cho, Matsuyama, 790-8577 Ehime, Japan

Abstract

Reaction of diketene with isocyanic acid gave the expected product, 2,4-dioxo-6-methyl-3,4-dihydro-2H-1,3-oxazine (2), but with aryl isocyanates gave 3-aryl-2,4-dioxa-6-methyl-3,4-dihydro-2H-l,3-oxazines (3), 3-(arylcarbamoyl)-2,6-dimethyl-4-pyrones (4), and 3-acetyl-1-aryl-4-hydroxy- 6-methyl-2-pyridones (5) depending on the reaction conditions.