Iodine → Trifluoromethyluracil

Participants

Reaction Conditions

Reaction Steps

In 93.6 ml of dimethylsulfoxide, 17.2 g of iodine and 3.6 ml of concentrated sulfuric acid were dissolved, and 25.2 g of 5-trifluoromethyl-5,6-dihydrouracil was added to obtain a uniform solution. The solution was stirred at 140° C. for 4 hours. The resulting mixture was allowed to cool to room temperature and 500 g of 3% aqueous sodium sulfite solution was added to reduce the iodine. The resultant was concentrated under reduced pressure and the obtained residue was dissolved in 150 ml of hot water. The resulting mixture was refrigerated for 2 days and the precipitated white needle-shaped crystals were collected by filtration and dried to obtain 15.1 g of 5-trifluoromethyluracil.

Provenance & Evidence