140036j Synthesis of substituted 2H-1,3-oxazine-2,6-diones by reaction of tri- methylsilyl azide with maleic anhydrides. Warren, James D.; MacMillan, John H.; Washburne, Stephen S. (Dept Chem., Temple Univ., Philadelphia, Pa). J. Org. Chem. 1975, 40(6), 743-6 (Eng).

The synthesis of 4-bromo-,4,5-dichloro(1), 4-fluoro-, and 4-methyl- -2H-1,3(3H)-oxazine-2,6-dione, as well as an improved synthesis of 2H-1,3(3H)- oxazine-2,6-dione, by reaction of trimethylsily azide with the corresponding maleic anhydride is described. This route is superior to other methods for prepn. of 4-substituted oxazinediones. N-Methylation of the oxazinedione ring may be readily accomplished with Me2SO4 buffered by NaHCO3. Chem. Abstr. Vol. 82, 140036j.

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