Water → 4-(Bromomethyl)-N-methylbenzenesulfonamide

HRID 1677679Notes

Reaction equation

HRID 1677679 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 vacuo 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 vacuo

Sources & evidence

ORD record
ord-cb5e702125644c1baa2830aef7bc2f58
Source dataset
uspto-grants-2011_08
Patent number
US08008327B2

Reaction notes

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