Sodium Hydroxide → Pentafluorobenzenesulfonamide

HRID 495328

Reaction equation

HRID 495328 reaction equation
[Cl-].[NH4+:2].[F:3][C:4]1[C:9]([S:10](Cl)(=[O:12])=[O:11])=[C:8]([F:14])[C:7]([F:15])=[C:6]([F:16])[C:5]=1[F:17].[OH-].[Na+]>CC(C)=O>[F:3][C:4]1[C:9]([S:10]([NH2:2])(=[O:12])=[O:11])=[C:8]([F:14])[C:7]([F:15])=[C:6]([F:16])[C:5]=1[F:17]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 700262,3,4,5,6-Pentafluorobenzenesulfonyl chloride

Product 1

HCID 2063927Pentafluorobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To an aqueous solution of ammonium chloride was added dropwise an acetone solution of pentafluorobenzenesulfonyl chloride at room temperature. During addition, pH was adjusted to 7 by an aqueous sodium hydroxide solution. Precipitated product was filtered and recrystallized from toluene to give pentafluorobenzenesulfonamide. The structure was confirmed by 1H-NMR, 19F-NMR and IR.

Workup

  1. additionDuring addition, pH
  2. filtrationPrecipitated product was filtered
  3. customrecrystallized from toluene

Sources & evidence

ORD record
ord-f7708f43148745cca8ced0dff432cb95
Source dataset
uspto-grants-2005_09
Patent number
US06939646B2

Linked notes

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