The reaction of 2-aminobenzamide with phthalic acid anhydride In dioxane produced a bicyclic product 2,8-dioxoisoindole(1.2.a) quinazoline (1) in addition to hydrolysis product 2(2-Carboxyphenyl)-1.2-2H-quinazoline-4-one(Ⅱ).
The yields were 64% and...
The reaction of 2-aminobenzamide with phthalic acid anhydride In dioxane produced a bicyclic product 2,8-dioxoisoindole(1.2.a) quinazoline (1) in addition to hydrolysis product 2(2-Carboxyphenyl)-1.2-2H-quinazoline-4-one(Ⅱ).
The yields were 64% and 30% respectively. On the other hand, the same reaction in DMF afforded compound(Ⅰ) and 2(2N-dimethyl carbamyl phenyl)-1.4-2H-quinazoline-4-one(Ⅲ) in 30% and 60% yield respectively. The compound Ⅲ was also obtained by the reaction of compoundⅡ with dimethylamine. However the reaction of 2-aminobenzamide with neat succinic acid anhydride gave only bicycle product 2.8-oxopyrrolidine (2.1.a)-1.4-2H-quinazoline (Ⅳ) in 93%.