Water → 4-Bromo-2,5-difluorobenzenesulfonamide

HRID 380000

Reaction equation

HRID 380000 reaction equation
[OH-].[NH4+:2].[F:3][C:4]1[CH:9]=[C:8]([Br:10])[C:7]([F:11])=[CH:6][C:5]=1[S:12](Cl)(=[O:14])=[O:13].O>O1CCCC1>[Br:10][C:8]1[C:7]([F:11])=[CH:6][C:5]([S:12]([NH2:2])(=[O:14])=[O:13])=[C:4]([F:3])[CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14923Ammonium HydroxideHCID 5745904-Bromo-2,5-difluorobenzenesulfonyl Chloride

Product 1

HCID 27732934-Bromo-2,5-difluorobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ammonium hydroxide (5 ml) was added to a solution of 2,5-difluoro-4-bromophenylsulfonyl chloride (4.3 g) in tetrahydrofuran (20 ml) at room temperature (CARE:exotherm) and stirred for 10 min. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated and the residue triturated with 20% diethyl ether in isohexane to give the sub-title compound as a solid (4.3 g).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe ethyl acetate was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate was evaporated
  5. customthe residue triturated with 20% diethyl ether in isohexane

Sources & evidence

ORD record
ord-80781d6e4daf441a96141ea53578b925
Source dataset
uspto-grants-2001_10
Patent number
US06300352B1

Linked notes

Loading…