2-Aminobenzamide로부터 Quinazoline 4-one계 유도체의 합성(III) Acid anhydride와의 반응

Synthesis of Quinazoline 4-one Derivatives from 2-Aminobenzamide (III) Reaction with Acid Anhydrides

The reaction of 2-aminobenzamide with phthalic acid anhydride in dioxane produced a bicyclic product 2,8-dioxoisoindole(1,2,a) quinazoline (I) 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 compound II with dimethylamine. However the reaction of 2-aminobenzamide with neat succinic acid anhydride give only bicyclic product 2,8-oxopyrrolidine (2,1,a)-1,4-2H-quinazoline (IV) in 93%.