Bulletin of the Chemical Society of Japan p. 2756 - 2761 (1983)
Update date:2022-08-05
Topics:
Someya, Taichi
Okai, Harue
Wakabayashi, Hidetsugu
Nozoe, Tetsuo
The reaction products of the title substances in hot acetic acid were separated by preparative TLC into compounds A-L according to the Rf-values, and the structural assignments for these products were now made as follows: A, 14H-<1,4>benzoxazino<3',2':3,4>cyclohepta<1,2-b><1,4>benzoxazine; B, 1-formylphenoxazine; F, cyclohepta<2,1-b:2,3-b'>di<1,4>benzoxazine; G, cyclohepta<1,4>benzoxazin-10(11H)-one or its enolic form; J, cyclohepta<1,4>benzoxazin-6(11H)-one; L, 6-(o-hydroxyanilino)cyclohepta<1,4>benzoxazine hydrobromide. A small amount of 2-methylamino-3H-phenoxazin-3-one was also produced. Possible reaction pathways for the formation of these products are also discussed.
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