Water → 4-(Bromomethyl)-N-methylbenzenesulfonamide

HRID 2382933Notes

Reaction equation

HRID 2382933 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1.Cl.[CH3:14][NH2:15].O>C(Cl)Cl>[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:15][CH3:14])(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 27344094-(Bromomethyl)benzenesulfonyl chlorideHCID 6364545Methylamine hydrochloride

Product 1

HCID 100156454-(Bromomethyl)-N-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a chilled (0° C.) stirred solution of 4-(bromomethyl)-benzenesulfonylchloride (3.0 g, 11 mmol) in DCM (100 mL) was added methylamine hydrochloride (1.2 g, 12 mmol). After 30 minutes, water (100 mL) was added. The organic layer was separated, washed with brine (30 mL), and dried over sodium sulfate and concentrated in vauco to afford 4-bromomethyl-N-methyl-benzenesulfonamide.

Workup

  1. customThe organic layer was separated
  2. washwashed with brine (30 mL)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vauco

Sources & evidence

ORD record
ord-4b9410be52a34c02a5e9b936ebade2bb
Source dataset
uspto-grants-2012_09
Patent number
US08263597B2

Reaction notes

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