Benzoyl Peroxide → 4-(2-Bromo-acetyl)-benzenesulfonamide

HRID 342651Notes

Reaction equation

HRID 342651 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:32]Br>CO>[Br:32][CH2:2][C:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([NH2:13])(=[O:11])=[O:12])=[CH:8][CH:9]=1)=[O:3]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 24408BromineHCID 740654-Acetylbenzenesulphonamide

Product 1

HCID 118327234-(2-Bromo-acetyl)-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

90.3 g of the product of Example 4 are dissolved in 900 ml of methanol, 0.9 g of benzoyl peroxide are then added and 24 ml of bromine are added dropwise. The mixture is stirred under ultra-violet irradiation for 24 h, at ambient temperature, then concentrated. The residue is taken up in water, filtered off, washed with isopropanol and pentane.

Workup

  1. concentrationconcentrated
  2. filtrationfiltered off
  3. washwashed with isopropanol and pentane

Sources & evidence

ORD record
ord-405a45b11a4f438d90a6d880a841e5c2
Source dataset
uspto-grants-1999_01
Patent number
US05859036

Reaction notes

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