1,3-二取代-5,6-氢化嘧啶-2,4-二酮化合物的合成

Synthesis of 1,3-disubstutied-5,6-dihydropyrimidine-2,4-diones

研究1,3-二取代-5,6-氢化嘧啶-2,4-二酮类化合物的合成.由甲醇与3-溴丙酰氯反应得到3-溴丙酸甲酯,与一系列伯胺平行反应得到3-氨基丙酸甲酯,然后与异氰酸苯酯反应,碳酸钾和冠醚的作用下,关环得到1,3-二取代-5,6-氢化嘧啶-2,4-二酮类化合物,总产率为42.34%—51.86%,产物经IR、MS1、H NMR和13C NMR分析,与其结构相吻合.

A series of 1,3-disubstutied-5, 6-dihydropyrimidine-2, 4-diones were synthesized by a new parallel synthetic method from readily available amines and isocyanates. A 3-bromo propionic ester was treated with various primary amines to afford N-substituted β-aminoesters followed by treatment with isocyanates to afford β-ureido ester. Cyclization-cleavage of the ureido ester under the K2CO3 and crown ether condition gave directly 1,3-disubstutied-5,6-dihydropyrimidine-2,4-diones. The structure of 1,3-disubstutied-5,6-dihydropyrimidine-2,4-diones was confirmed by means of IR. MS. ^1 H NMR and ^13 C NMR.