Synthesis of 2-aryl quinazolone from benzyl halide and 2-amobenzamide

Abstract

The invention provides a new process for synthesizing 2-aryl quinazolone compounds by catalyzing reaction between benzyl halide and 2-aminobenzamide compounds with copper in air. In the method, benzyl halide with rich industrial sources is used as a reaction raw material, and the cost is lower; and more importantly, the 2-aryl quinazolone compounds which are difficult to synthesize by other methods can be synthesized, such as products containing iodine or bromine substituent on an aromatic ring.

Description

technical field [0001] The patent involves the research fields of organic synthesis, organic chemical industry, and drug synthesis, specifically, the synthesis of 2-arylquinazolones. Background technique [0002] The 2-aryl quinazolinone compound has good biological activity, and exhibits good pharmacological activities in anti-tumor, anti-hypertensive, anti-inflammatory, analgesic, bactericidal and other aspects. [0003] 2-Arylquinazolinones with various important uses have various synthetic methods. [0004] Croce et al. used l-aryl-4-dimethylamino-2-phenyl-1,3-diaza-1,3-butadiene and phenylisocyanate to reflux in toluene under nitrogen protection to obtain 2-phenyl Substituted quinazolinone, the yield is 70%-88% (Heterocycles, 1997, 45, 1309). One of the starting materials for Croce's method requires a multistep synthesis. [0005] Connolly et al. reacted with HCl gas in the methanol solution of aromatic nitriles to obtain iminomethyl ester hydrochloride, which was th...

AI Technical Summary

Problems solved by technology

The iodine reagents such as o-iodoaryl formamide used in this method are expensive. In addition, hydrogen iodide is generated in the reaction process, and acid-binding agent potassium carbonate needs to be added.