Water → HCID 44218625, compound

HRID 512107Notes

Reaction equation

HRID 512107 reaction equation
[CH2:1]([S:8][C:9]1[C:10](=[O:17])[N:11]([CH2:15][CH3:16])[CH:12]=[CH:13][N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na].S([O-])(O[O-])(=O)=[O:20].[K+].[K+].[OH2:27]>O1CCCC1>[CH2:1]([S:8]([C:9]1[C:10](=[O:17])[N:11]([CH2:15][CH3:16])[CH:12]=[CH:13][N:14]=1)(=[O:20])=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 5360545SodiumHCID 10313463Potassium peroxymonosulphateHCID 44218624HCID 44218624, compound

Product 1

HCID 44218625HCID 44218625, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 177 mg (0.72 mM) of 3-(benzylthio)-1-ethylpyrazin-2(1H)-one and 66.4 mg (0.79 mM) of sodium hydrogenocarbonate in 4 ml of tetrahydrofurane were added 1.67 g (2.87 mM) of potassium peroxymonosulfate (oxone) in 4 ml of water. The reaction mixture was then stirred at room temperature for 16 h. Water was added and the organic phase was extracted twice with ethyle acetate. The combined organic layer was washed with water, dried on anhydrous sodium sulfate and the solvent was removed under vacuum, to give a solid, which was triturated in diisopropyle oxide, filtrated and dried under vacuum, to give 103 mg of 3-benzylsulfonyl-1-ethylpyrazin-2(1H)-one. Yield: 52%.

Workup

  1. extractionthe organic phase was extracted twice with ethyle acetate
  2. washThe combined organic layer was washed with water
  3. dry with materialdried on anhydrous sodium sulfate
  4. customthe solvent was removed under vacuum
  5. customto give a solid, which
  6. customwas triturated in diisopropyle oxide
  7. filtrationfiltrated
  8. customdried under vacuum

Sources & evidence

ORD record
ord-7a0bbbeba9714c93a7309c410256d777
Source dataset
uspto-grants-2015_08
Patent number
US09102632B2

Reaction notes

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