5-乙氧羰基-4-(2-呋喃基)-6-甲基-3,4-二氢嘧啶-2(1H)-酮的超声波辐射合成

Synthesis of 5-ethoxycarbonyl-4-(2-furyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one under ultrasonic irradiation

二氢嘧啶-2(1H)-酮(DHPMs)是一类非常重要的有机化合物,具有抗菌、抗病毒、抗肿瘤和抗炎活性,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.本文报道,在超声波辐射下,利用Biginelli缩合反应,以氨基磺酸为催化剂,糠醛、乙酰乙酸乙酯和尿素为原料,一锅法合成5-乙氧羰基-4-(2-呋喃基)-6-甲基-3,4-二氢嘧啶-2(1H)-酮.探索了反应时间、反应物的配比、催化剂用量、反应温度等因素对产率的影响,确定了最佳合成条件.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）are an important class of organic compounds,they 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 synthesis of 5-ethoxycarbonyl-4-（2-furyl）-6-methyl-3,4-dihydropyrimidine-2（1H）-one using sulfamic acid catalysis of a one-pot three-component Biginelli reaction of aldehydes,ethyl acetoacetate,and urea under microwave irradiation are described.The influences of the reaction time,the mole ratio of the reactants,the amount of the catalyst,the reaction temperature on the yield were investigated and optimum experimental conditions were found.This synthetic method has such advantages as mild condtion,simple operation and short reaction time,higher yield.