Methyl iodide → HCID 56980471, compound

HRID 594962Notes

Reaction equation

HRID 594962 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][CH:3]=1.[C:13](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 706841N-(4-Bromophenyl)methanesulfonamide

Product 1

HCID 56980471HCID 56980471, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of N-(4-bromophenyl)methanesulfonamide (200 mg, 0.80 mmol), potassium carbonate (2 eq) and methyl iodide (2 eq) in DMF (2 mL) was heated at 60° C. for 18 h. After cooling to rt the mixture was diluted with EtOAc and washed with water. The organic phase was collected, dried (MgSO4) and concentrated in vacuo to give N-(4-bromophenyl)-N-methylmethanesulfonamide.

Workup

  1. washwashed with water
  2. customThe organic phase was collected
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5c7e8df5d9c2428a852c19dd1f93bb63
Source dataset
uspto-grants-2016_01
Patent number
US09242987B2

Reaction notes

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