Iodine → Trifluoromethyluracil

Temperature

140 °C

In 88.7 ml of dimethylsulfoxide, 25.2 g of 5-trifluoromethyl-5,6-dihydrouracil was dissolved and 3.47 g of iodine and 0.76 ml of concentrated sulfuric acid were added to the solution to obtain a uniform solution. The obtained solution was stirred at 140° C. for 6 hours, and then cooled to room temperature, followed by adding 150 g of 3% aqueous sodium sulfite solution to reduce iodine. The resulting mixture was concentrated under reduced pressure. After adding water to the residue, the residue was extracted three times with ethyl acetate. The ethyl acetate layer was concentrated and the residue was recrystallized from 1.00 ml of water to obtain 21.9 g (88%) of 5-trifluoromethyluracil as white needle-shaped crystals.

1. customto obtain a uniform solution
2. temperaturecooled to room temperature
3. concentrationThe resulting mixture was concentrated under reduced pressure
4. additionAfter adding water 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 1.00 ml of water

ORD record

ord-d615a509f1eb4897a75a034e3f926364

Source dataset

uspto-grants-1996_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05532349