Ammonium Hydroxide → 4-Bromo-2-fluorobenzenesulphonamide

HRID 2220386Notes

Reaction equation

HRID 2220386 reaction equation
[OH-].[NH4+:2].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[C:6]([F:14])[CH:5]=1>ClCCl>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:2])(=[O:12])=[O:11])=[C:6]([F:14])[CH:5]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 27363104-Bromo-2-fluorobenzene-1-sulfonyl chloride

Product 1

HCID 27789034-Bromo-2-fluorobenzenesulphonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a ammonium hydroxide (28%, 80 ml) was added a solution of 4-bromo-2-fluorobenzenesulfonyl chloride (10 g) in dichloromethane (80 ml) dropwise for 1 hour at approximately 0° C. The reaction mixture was stirred vigorously for an additional 2 hours at the same temperature. The phases were separated. The aqueous phase was washed with dichloromethane. The combined organic extracts were washed with brine, dried over sodium sulfate and evaporated to give 4-bromo-2-fluorobenzenesulfonamide (8.0 g).

Workup

  1. customThe phases were separated
  2. washThe aqueous phase was washed with dichloromethane
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-811634a4ef184929b379d0bad9fb230e
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

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