Reactive Troponoids and <i>o</i>-Aminophenol. V. The Reaction of 3-Bromo-2-methoxytropone and <i>o</i>-Aminophenol

Abstract

Abstract 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[b][1,4]benzoxazin-10(11H)-one or its enolic form; J, cyclohepta[b][1,4]benzoxazin-6(11H)-one; L, 6-(o-hydroxyanilino)cyclohepta[b][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.