Methylamine → 4-bromo-N-methylbenzene-1-sulfonamide

HRID 1708060Notes

Reaction equation

HRID 1708060 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][NH2:13]>C1COCC1.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:13][CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 7396p-Bromobenzenesulfonyl chloride

Product 1

HCID 1012154-bromo-N-methylbenzene-1-sulfonamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-bromobenzenesulphonyl chloride (2.0 g) in THF (5 ml) was treated in two portions with aqueous methylamine (40%; 6 ml). The resulting exothermic reaction-was allowed to subside and the solution was diluted with water (10 ml) and extracted with dichloromethane (2×50 ml). The dried extract was evaporated to give the title compound as a white solid (2.0 g).

Workup

  1. customThe resulting exothermic reaction-was
  2. extractionextracted with dichloromethane (2×50 ml)
  3. extractionThe dried extract
  4. customwas evaporated

Sources & evidence

ORD record
ord-3551a447a92a4f6ea6b62f8c65b99866
Source dataset
uspto-grants-1994_10
Patent number
US05356893

Reaction notes

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