Hydrogen Peroxide → 1H-Purine, 8-(2-methoxy-4-(methylsulfinyl)phenyl)-

HRID 1155070Notes

Reaction equation

HRID 1155070 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([S:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[NH:19][C:18]2[C:13](=[N:14][CH:15]=[N:16][CH:17]=2)[N:12]=1.[OH:20]O>FC(F)(F)C(O)=O.O.C(=O)([O-])[O-].[K+].[K+]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([S:9]([CH3:10])=[O:20])[CH:6]=[CH:5][C:4]=1[C:11]1[NH:19][C:18]2[C:13](=[N:14][CH:15]=[N:16][CH:17]=2)[N:12]=1

Participants

6

Reactant 2

HCID 784Hydrogen PeroxideHCID 30599131H-Purine, 8-(2-methoxy-4-(methylthio)phenyl)-

Product 1

HCID 30599181H-Purine, 8-(2-methoxy-4-(methylsulfinyl)phenyl)-

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolventHCID 11430Potassium CarbonateSolvent

Conditions

Temperature
5 °C

Procedure

An amount of 2.27 g of 8-(2-methoxy-4-methylmercaptophenyl)-purine was dissolved in 20 ml of trifluoro acetic acid, and 1.2 ml of 30% hydrogen peroxide were added under cooling to 5° C. After stirring for 3 hours at room temperature and for 0.5 hours at 30° C., the reaction mixture was diluted with water and neutralized with potassium carbonate, and the residue obtained after evaporation was extracted with hot ethanol. The product obtained was purified over silicagel (eluate: methylene chloride/ethanol in a volume ratio of 19:1).

Workup

  1. customthe residue obtained
  2. customafter evaporation
  3. extractionwas extracted with hot ethanol
  4. customThe product obtained
  5. customwas purified over silicagel (eluate: methylene chloride/ethanol in a volume ratio of 19:1)

Sources & evidence

ORD record
ord-507cfd61a71a486b945608256e6bcdcb
Source dataset
uspto-grants-1981_11
Patent number
US04299834

Reaction notes

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