2-Aminobenzamide로 부터 Quinazoline 4-one유도체의 합성(II) gamma-락톤과 디케톤과의 반응

Synthesis of Quinazoline 4-one Derivatives from 2-Aminobenzamide(II) Reaction with gamma-Lactone and Diketone

2-Aminobenzamide reacts with not only ketone radical but also carbonyl group in carboxylic acid to form easily -N-C-N-novel ring cyclization as a result III and IV. In addition, it reacts with 1,2-cyclohexadione or benzil, which are both 1,2-diketone compounds, at the both ketone radical sites to give V or VII respectively. On the reaction with dimethone, however, which has 1,3-diketone radical, it reacted with only one carbonyl group and VI was produced. We investigated the reaction with alpha-ketoester such as ethyl pyruvate and diethyl mesooxalate. In the reaction with ethylpyruvate, amine group in 2-aminobenzamide reacted not with ketone radical but carbonyl group in ester (product VIII). On the other hand, diethyl mesooxalate reacted at the ketone radical site rather than the ester site (product IX).