Bromine → n-(3-Bromoacetyl-4-chlorophenyl)methanesulfonamide

HRID 1787863Notes

Reaction equation

HRID 1787863 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:7]=[CH:8][C:9]=1[Cl:10])(=[O:3])[CH3:2].[Br:16]Br>O1CCOCC1>[Br:16][CH2:2][C:1]([C:4]1[CH:5]=[C:6]([NH:11][S:12]([CH3:15])(=[O:13])=[O:14])[CH:7]=[CH:8][C:9]=1[Cl:10])=[O:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 22141405N-(3-Acetyl-4-chlorophenyl)methanesulfonamide

Product 1

HCID 22141399n-(3-Bromoacetyl-4-chlorophenyl)methanesulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

N-(3-acetyl-4-chlorophenyl)methanesulfonamide (300 mg) was dissolved in dioxane (5 mL), and bromine (77 μL) was added dropwise with ice-cooling. After stirring at room temperature for 1 hour, the solvent was distilled off under reduced pressure. The residue was washed with a water/ethanol mixture (1:1) and then dried under reduced pressure to yield N-(3-bromoacetyl-4-chlorophenyl)methanesulfonamide (312 mg) as a colorless crystal.

Workup

  1. temperaturecooling
  2. distillationthe solvent was distilled off under reduced pressure
  3. washThe residue was washed with a water/ethanol mixture (1:1)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-88f3058c955b41cdbf67bba058084b87
Source dataset
uspto-grants-2009_03
Patent number
US07511069B2

Reaction notes

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