Iodine → Trifluoromethyluracil

Temperature

150 °C

In 73.9 ml of dimethylsulfoxide, 25.2 g of 5-trifluoromethyl-5,6-dihydrouracil was dissolved, and 2.44 g of iodine and 0.54 ml of concentrated sulfuric acid were added to obtain a uniform solution. The solution was stirred at 150° C. for 8 hours, and the resultant was cooled to room temperature, followed by adding 120 g of 3% aqueous sodium sulfite solution to reduce iodine. The resulting solution was concentrated under reduced pressure. After adding water to the obtained residue, the residue was extracted three times with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and the obtained residue was crystallized from chloroform, and then recrystallized from 100 ml of water to obtain 14.8 g 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 solution was concentrated under reduced pressure
4. additionAfter adding water to the obtained residue
5. extractionthe residue was extracted three times with ethyl acetate
6. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
7. customthe obtained residue was crystallized from chloroform
8. customrecrystallized from 100 ml of water

ORD record

ord-3581b0f24ca0476d857a648f2f5d1fec

Source dataset

uspto-grants-1996_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05532349