5-Fluorouracil → HCID 15448748, compound

Participants

Reaction Steps

5-fluorouracil (1.00 g, 0.0077 moles) was suspended in anhydrous 2,2,2-trifluoroethanol (20 ml) and treated with an equal volume mixture of gaseous fluorine and nitrogen at 68°-70° C. for 103 minutes at which time gaseous fluorine was detected leaving the reaction vessel, representing a consumption of 0.0182 moles of fluorine. The mole ratio of fluorine to 5-fluorouracil was 2.36. The solvent was removed under reduced pressure at room temperature (25° C.) to give a white solid which was dried at 50° C. at reduced pressure. The product was identified as 5,5-difluoro-5,6-dihydro-6-(2,2,2-trifluoroethoxy) uracil (1.67 g) representing a yield of 79.5% with a melting point of 142°-146° C.; NMR confirmed the structure.

Provenance & Evidence