Anticancer (N-2)-furanidyl-(5)-fluoro-uracil prepn. - by reacting bis-trialkylsilyl (5)-fluoro uracil with (2,3)-dihydro-furan

摘要

In a new process for the prepn. of N'-(2-furanidyl)-5-fluorouracil (I), a 2,4-bis (trialkylsilyl)-5-fluorouracil of formula (II) (where R is lower alkyl) is reacted with 2,3-dihydrofuran (III) in the presence of a catalyst (pref. a Lewis acid acid, a halogen and/or an alkali metal iodide) and of a proton donor (pref. water, and alcohol and/or an organic acid). (I) is used as an antileukaemic and antitumour agent. Because its side-effects on digestive organs are much less than those of 5-fluorouracil, it can be used for oral administration. In addn. the action of (I) is long-lasting. (I) is obtd. in high purity and good yield. In an example, (I) was obtd. in 78% yield by treating a soln. of (II; R=Me) and (III) is acetonitrile with anhydrous SnCl4 in acetonitrile followed by water in acetonitrile and reacting 5 hrs. at 40 degrees C.