4-Bromoaniline → N-(4-Bromophenyl)methanesulfonamide

HRID 594961Notes

Reaction equation

HRID 594961 reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][S:10](Cl)(=[O:12])=[O:11]>ClCCl.N1C=CC=CC=1>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:10]([CH3:9])(=[O:12])=[O:11])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 78074-BromoanilineHCID 31297Methanesulfonyl chloride

Product 1

HCID 706841N-(4-Bromophenyl)methanesulfonamide

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 4-bromoaniline (1.00 g, 5.81 mmol) and methanesulfonyl chloride (1 eq) in dichloromethane (10 mL) and pyridine (5 mL) was stirred at rt for 18 h. The resultant mixture was then diluted with dichloromethane and washed with water and then brine. The organic phase was collected, dried (MgSO4) and concentrated in vacuo to give N-(4-bromophenyl)methanesulfonamide.

Workup

  1. washwashed with water
  2. customThe organic phase was collected
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3c605da9e80345c8b65954adde4965ae
Source dataset
uspto-grants-2016_01
Patent number
US09242987B2

Reaction notes

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