5-氟尿嘧啶合成工艺研究  

Study on Synthetic Technique of 5-Fluorouracil

作　　者：吕早生[1] 赵金龙[1] 黄吉林[1] 胡亚[1] 张路平[1] 

机构地区：[1]武汉科技大学化学工程与技术学院,湖北武汉430081

出　　处：《化学与生物工程》2013年第1期54-56,59,共4页Chemistry & Bioengineering

摘　　要：以氟乙酸甲酯为原料,在甲醇钠催化下与甲酸乙酯缩合得氟代甲酰乙酸酯烯醇式钠盐(化合物Ⅱ),化合物Ⅱ与O-甲基异脲硫酸盐环合得2-甲氧基-5-氟尿嘧啶(化合物Ⅴ),Ⅴ在稀盐酸中水解为5-氟尿嘧啶。在n(氟乙酸甲酯)∶n(钠)∶n(甲酸乙酯)∶n(O-甲基异脲硫酸盐)=1.0∶3.0∶2.5∶1.0、缩合温度为35℃、缩合时间为2h、环合温度为40℃、环合时间为6h以及水解温度为60℃的最佳反应条件下,目标化合物总收率为45.3%、纯度大于95%,其结构经IR、1 HNMR确证。Condensing methyl fluoroacetate and ethyl formate in the presence of sodium methoxide with the formation of alkylformylfluoroacetate enolate,which was not separated and reacted immediately with O-methyl- isourea hemisulfate to form the intermediate of 2-methoxyl-5-fluorouracil, followed by hydrolysis in aqueous chlorie acid to obtain 5-ftuorouraeil. The yield of 5-fluorouracil was 45.3 % and its purity was above 95 % under the optimum conditons as follows：molar ratio of methyl fluoroacetate to sodium methoxide to ethyl formate to O-methylisourea hemisulfate was 1.0 ： 3.0 ： 2.5 ： 1.0,condensation temperature was 35 ℃ ,condensation time was 2 h,eyclization temperature was 40 ℃ ,cyclization time was 6 h,and hydrolysis temperature was 60 ℃. The object product had been characterized bY IR and 1^HNMR.

关 键 词：5-氟尿嘧啶 合成 氟乙酸甲酯 2-甲氧基-5-氟尿嘧啶 

分 类 号：O626[理学—有机化学]