Water → 2-Methanesulfonylpyrimidine-4-carboxylic acid

HRID 854327

Reaction equation

HRID 854327 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[CH:5][N:4]=1.[OH:12]OS([O-])=O.[K+].[OH2:18]>>[CH3:1][S:2]([C:3]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[CH:5][N:4]=1)(=[O:12])=[O:18]

Participants

4

Reactant 3

HCID 962WaterHCID 2957752-(Methylsulfanyl)pyrimidine-4-carboxylic acidHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 219922012-Methanesulfonylpyrimidine-4-carboxylic acid

Procedure

To a solution of 2-(methylthio)pyrimidine-4-carboxylic acid (1.88 g (11.1 mmol) in THf (200 mL) was added Oxone (20.4 g, 33.1 mmol) in water (50 mL). The suspension was stirred for 24 h, then evaporated to dryness. The resulting white paste was extracted 5× each 100 mL EtOAc and 5% MeOH in EtOAc. The combined extracts were dried over anhydrous MgSO4, filtered and concentrated to give the sulfone as a white solid.

Workup

  1. customevaporated to dryness
  2. extractionThe resulting white paste was extracted 5× each 100 mL EtOAc and 5% MeOH in EtOAc
  3. dry with materialThe combined extracts were dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-00284f95bfa04d6b817e6ed041986761
Source dataset
uspto-grants-2007_08
Patent number
US07259157B2

Linked notes

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