Trifluoroacetic acid → 5-Fluorouracil

Participants

Reaction Steps

Into a solution of cytosine (11.1 g) in a mixture of trifluoracetic acid (80 ml) and water (10 ml) kept at 10° C., fluorine fluorosulfonate was blown while stirring. The cytosine was completely consumed in 90 minutes, and the total amount of fluorine fluorosulfonate used was 18 mmol. The reaction mixture was heated under reflux for 4 hours and then treated as in Example 11 to give 5-fluorouracil (10.4 g). Yield, 80%.

Provenance & Evidence