Iodine → Trifluoromethyluracil

Participants

Reaction Conditions

Reaction Steps

In 24.7 ml of dimethylformamide, 10 g of 5-trifluoromethyl-5,6-dihydrouracil is dissolved, and 12.8 g of dimethylsulfoxide, 1.4 g of iodine and 0.54 g of concentrated sulfuric acid were added to obtain a uniform solution. The obtained solution was stirred at 117° C. for 9 hours. The resultant was cooled to room temperature and 70 g of 3% aqueous sodium sulfite was added to reduce iodine. The resulting mixture was concentrated under reduced pressure. Water was added to the residue and the residue was extracted three times with ethyl acetate. The ethyl acetate layer was concentrated and the residue was recrystallized from 40 ml of water to obtain 7.2 g (73%) of 5-trifluoromethyluracil in the form of white needle-shaped crystals.

Provenance & Evidence