Iodine → Trifluoromethyluracil

Temperature

117 °C

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.

1. customto obtain a uniform solution
2. temperatureThe resultant was cooled to room temperature
3. concentrationThe resulting mixture was concentrated under reduced pressure
4. additionWater was added to the residue
5. extractionthe residue was extracted three times with ethyl acetate
6. concentrationThe ethyl acetate layer was concentrated
7. customthe residue was recrystallized from 40 ml of water

ORD record

ord-4c2b20772b7c4cc78cbcc4db42a7e28f

Source dataset

uspto-grants-1996_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05532349