5-苯基-7-氯-1,3-二氢-2H-1,4-苯并二氮杂-2-酮的微波合成

Synthesis of 5-phenyl-7-chloro-1,3-dihydro-2H-1,4-benzodiazepin-2-one under microwave irradiation

以2-氨基-5氯-二苯甲酮和氯乙酰氯为原料通过氯乙酰化合成2-氯乙酰氨基-5-氯-二苯甲酮,再与乌洛托品在微波辐射下发生德尔宾反应和酮胺缩合反应环合得到5-苯基-7-氯-1,3-二氢-2H-1,4-苯并二氮杂-2-酮。通过单因素实验方法研究了主要反应条件对产品收率的影响,确定了环合的最佳反应条件为:反应温度100℃,n(2-氯乙酰氨基-5-氯-二苯甲酮)∶n(乌洛托品)=1∶2.0,反应时间50min,36%乙酸2mL,无水乙醇25mL,最佳反应条件下,环合反应收率可达到89.6%,反应总收率为84.8%,实验重现性较好。利用熔点测定、红外光谱分析和核磁共振氢谱分析,对产品进行了物性和结构表征,表明合成物质确为目标产物。

In this paper, 2-amino-5-chloro-henzophenone and chloroacetyl chloride were used asstarting materials to synthesize 2-chloroacetylamino-5-chloro-benzophenone by chloroacetylationand then reacted with hexamethylenetetramine under microwave irradiation by Delfpine reactionand the ketamine condensation reaction to give 5-phenyl-7-chloro-1, 3-dihydro-2H-1,4-benzodiazepin-2-one. The influence of the main reaction conditions on the yield of the product wasstudied by single factor experiment. The optimum reaction conditions were determined asfollows： reaction temperature 100℃, n （ 2-chloroacetylamino-5-chloro-benzophenone ） ：n（hexamethylenetetramine）=l ： 2.0, reaction time 50min, 2mL of 36% acetic acid, 25mL ofanhydrous ethanol and the yield of the cyclization reaction reached 89.6% under the optimalreaction conditions, the total yield was 84.8%, The experimental reproducibility is better. Theproducts were characterized by melting point, IR and 1 HNMR. The results showed that thesynthesized product was the target product.