Water → 5-Bromo-2-methanesulfonylpyridine

HRID 2103646Notes

Reaction equation

HRID 2103646 reaction equation
[OH:1]OS([O-])=O.[K+].[Br:7][C:8]1[CH:9]=[CH:10][C:11]([S:14][CH3:15])=[N:12][CH:13]=1.[OH2:16]>CO>[Br:7][C:8]1[CH:9]=[CH:10][C:11]([S:14]([CH3:15])(=[O:1])=[O:16])=[N:12][CH:13]=1

Participants

5

Reactant 3

HCID 962WaterHCID 114242515-Bromo-2-(methylthio)pyridineHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 134334245-Bromo-2-methanesulfonylpyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add a suspension of oxone®(4.97 g, 8.1 mmol) in 10 mL water to a solution of 5-bromo-2-methylsulfanyl-pyridine (1.1 g, 5.4 mmol) in 10 mL methanol, stir at r.t. for 1 h and remove methanol under vacuum. Extract the aqueous residue with dichloromethane, dry the organic extracts over sodium sulfate, filtrate and concentrate under reduced pressure to obtain 1.24 g of 5-bromo-2-methanesulfonyl-pyridine. MS (m/e): 237 (M+H).

Workup

  1. additionAdd
  2. customremove methanol under vacuum
  3. extractionExtract the aqueous residue with dichloromethane
  4. dry with materialdry the organic extracts over sodium sulfate, filtrate
  5. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-350b5d54f64944f3bae14b6d5cc6585d
Source dataset
uspto-grants-2009_08
Patent number
US07576108B2

Reaction notes

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