5-Fluorouracil → Tegafur

Participants

Reaction Steps

0.65 g. (5 mmol) of 5-fluorouracil was agitated in 50 ml. of absolute ethylene chloride for one hour with 0.65 g. (4 mmol) of HMDS, 0.43 g. (4 mmol) of TCS, and 1.56 g. (6 mmol) of SnCl4 ; then 0.65 g. (5 mmol) of 2-acetoxytetrahydrofuran or 0.51 g. (5 mmol) of 2-methoxytetrahydrofuran was added to the mixture, and the latter was agitated for 2 hours and 4 hours, respectively, at 24° C. The mixture was worked up as described in Example 1, giving in an 87% yield N1 -(2-tetrahydrofuryl)-5-fluorouracil, m.p. 165°-167° C.

Provenance & Evidence