78460-75-0Relevant articles and documents
Synthesis of 5H-Benzoxazoloquinazolin-5-ones
Kim, Dong Han
, p. 287 - 291 (2007/10/02)
5H-Benzoxazoloquinazolin-5-ones (Xa-d) were synthesized in excellent yields from N-(2-hydroxyphenyl)anthranilic acids (Ia-d) and cyanogen bromide.The synthesis was based on the mechanistic consideration of the reactions of salicylic acid with cyanogen bromide previously reported in the literature.A versatile alternative route to these novel heterocyclic compounds was through thermal cyclization of N-(2-benzoxazolyl)-2-fluorobenzamides (XIII) obtained by reacting 2-fluorobenzoyl chloride with 2-aminobenzoxazoles.The reaction of Xb with ethanol in the presence of potassium hydroxide gave an ethoxyquinazolinone (XVII).Similarly, the alkaline hydrolysis of Xb afforded an quinazolindione (XVIII).