Benzoyl Peroxide → HCID 19873435, compound

HRID 466353Notes

Reaction equation

HRID 466353 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[Br:15]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:15][C:8]1[CH:9]=[C:4]([C:1](=[O:3])[CH3:2])[CH:5]=[CH:6][C:7]=1[NH:10][S:11]([CH3:14])(=[O:12])=[O:13]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 684083N-(4-acetylphenyl)methanesulfonamide

Product 1

HCID 19873435HCID 19873435, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 2.13 g (10 mmol) of N-(4-acetylphenyl)methanesulfonamide, 1.78 g (10 mmol) of N-bromosuccinimide and 0.28 g of dibenzoyl peroxide in 100 ml of carbon tetrachloride is heated for 16 hrs at 80° C. (oil bath). The resulting product is concentrated and extracted with methylene chloride. The extract is deposited on silica gel and chromatographed with 1% methanol-methylene chloride to give a product which is recrystallized from methylene chloride-pet. ether; m.p. 124°-126° C. MW 292.17.

Workup

  1. concentrationThe resulting product is concentrated
  2. extractionextracted with methylene chloride
  3. customchromatographed with 1% methanol-methylene chloride
  4. customto give a product which
  5. customis recrystallized from methylene chloride-pet. ether

Sources & evidence

ORD record
ord-b17243a660ff4b50b81462cba81d898e
Source dataset
uspto-grants-1992_10
Patent number
US05155268

Reaction notes

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