超声波辐射下3,4-二氢嘧啶-2(1H)-酮的合成  

Synthesis of 3,4-dihydropyrimidin-2(1H)-ones under ultrasonic irradiation

作　　者：孙淑琴[1] 李英俊[1] 张治广[1] 周晓霞[1] 

机构地区：[1]辽宁师范大学化学化工学院,辽宁大连116029

出　　处：《辽宁师范大学学报（自然科学版）》2011年第4期494-497,共4页Journal of Liaoning Normal University:Natural Science Edition

基　　金：辽宁省自然科学基金项目(20102126)

摘　　要：二氢嘧啶-2(1H)-酮类化合物具有抗菌、抗病毒、抗肿瘤和抗炎等生物活性,可作为钙拮抗剂、降压剂、$1a-拮抗剂,因此进一步拓展此类化合物的新合成方法的研究,具有重要的理论意义和现实意义.在超声波辐射下,利用Big-inelli缩合反应,以氨基磺酸为催化剂,芳醛、乙酰乙酸乙酯和尿素为原料,一锅法合成出了5-乙氧羰基-4-芳基-6-甲基-3,4-二氢嘧啶-2(1H)-酮(4).探索了反应物的配比、催化剂用量、反应时间、反应温度等因素对产率的影响,确定了最佳合成条件.与经典方法相比较,该合成方法具有操作简便、反应时间短、产率较高等优点.Dihydropyrimidinones（DHPMs） have wide spectrum of biological and therapeutic properties such as antibacterial,antiviral,antitumor and anti-inflammatory activities,and are widely used as calcium channel blockers,antihypertensive agents and αla-adrenergic receptor antagonists.Therefore,further study on the new synthetic methods has important theoretical and practical significance.In this paper,an efficient and environmentally friendly method for the one-pot,three-component Biginelli condensation reaction of substituted aldehyde,ethyl acetoacetate and urea is described,employing sulfamic acid as an efficient catalyst under ultrasound irradiation.The influences of the mole ratio of the reactants,the amount of the catalyst,the reaction time,the reaction temperature on the yield were investigated and optimum experimental conditions were found.Compared with traditional methods,this synthetic method has such advantages as mild condition,simple operation and short reaction time,higher yield.

关 键 词：超声波辐射 3 4-二氢嘧啶-2(1H)-酮 合成 BIGINELLI反应 

分 类 号：O621.3[理学—有机化学]