Potassium peroxymonosulphate → HCID 18362925, compound

HRID 1976833Notes

Reaction equation

HRID 1976833 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[N:10]1[C:18]([S:19][CH2:20][CH2:21][CH2:22][OH:23])=[C:17]2[C:12]([N:13]([CH:27]([CH3:29])[CH3:28])[C:14](=[O:26])[N:15]([CH3:25])[C:16]2=[O:24])=[CH:11]1.S([O-])(O[O-])(=O)=[O:31].[K+].[K+].OOS([O-])=O.[K+]>CO.O>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[N:10]1[C:18]([S:19]([CH2:20][CH2:21][CH2:22][OH:23])=[O:31])=[C:17]2[C:12]([N:13]([CH:27]([CH3:29])[CH3:28])[C:14](=[O:26])[N:15]([CH3:25])[C:16]2=[O:24])=[CH:11]1

Participants

6

Reactant 3

HCID 10313463Potassium peroxymonosulphateHCID 18362942HCID 18362942, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 18362925HCID 18362925, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

6-(2,3-Dihydro-1H-inden-2-yl)-5-[(3-hydroxypropyl)thio]-3-methyl-1-(1-methylethyl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (100 mg) was dissolved in methanol (40 ml). Water (10 ml) and potassium peroxymonosulphate (commercially sold under the trade mark “OXONE”) (185 mg) were added and the solution was stirred for 15 minutes. The reaction mixture was diluted with water and then extracted with ethyl acetate thrice. The extracts were combined, washed with brine, then dried, filtered and the solvent was evaporated. The resultant oil was triturated with isohexane, then recrystallised from ethyl acetate-isohexane mixtures to give the title compound (15 mg).

Workup

  1. additionwere added
  2. extractionextracted with ethyl acetate thrice
  3. washwashed with brine
  4. customdried
  5. filtrationfiltered
  6. customthe solvent was evaporated
  7. customThe resultant oil was triturated with isohexane
  8. customrecrystallised from ethyl acetate-isohexane mixtures

Sources & evidence

ORD record
ord-7970953feb8740a8aa178280f0c7f026
Source dataset
uspto-grants-2001_05
Patent number
US06229013B1

Reaction notes

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