Benzoyl Peroxide → 4'-Bromoacetyl-2'(2,4-difluorophenylthio)methanesulfonanilide

HRID 1087215Notes

Reaction equation

HRID 1087215 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:16]=[CH:15][C:9]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:8]([S:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[F:25])[CH:7]=1)(=[O:5])[CH3:4].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)Cl>[Br:1][CH2:4][C:3]([C:6]1[CH:16]=[CH:15][C:9]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:8]([S:17][C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=2[F:25])[CH:7]=1)=[O:5]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 24408BromineHCID 10450972Methanesulfonamide, N-[4-acetyl-2-[(2,4-difluorophenyl)thio]phenyl]-

Product 1

HCID 149730324'-Bromoacetyl-2'(2,4-difluorophenylthio)methanesulfonanilide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of bromine (0.81 g) in chloroform (5 ml) was added dropwise to a stirred solution of 4'-acetyl2'-(2,4-difluorophenylthio)methanesulfonanilide (1.8 g) and benzoyl peroxide (8 mg) in chloroform (20 ml). After stirring for 1 hour at room temperature, the mixture was washed with water and an aqueous solution of sodium bisulfite successively. The organic layer was dried and concentrated to give 4'-bromoacetyl-2'(2,4-difluorophenylthio)methanesulfonanilide.

Workup

  1. washthe mixture was washed with water
  2. customThe organic layer was dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6ff590fc5ce44092b33c4876c6aeb557
Source dataset
uspto-grants-1991_07
Patent number
US05034417

Reaction notes

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