Sodium Hydroxide → Pentafluorobenzenesulfonamide

HRID 604755

Reaction equation

HRID 604755 reaction equation
[F:1][C:2]1[C:7]([S:8](Cl)(=[O:10])=[O:9])=[C:6]([F:12])[C:5]([F:13])=[C:4]([F:14])[C:3]=1[F:15].[Cl-].[NH4+:17].[OH-].[Na+]>CC(C)=O>[F:1][C:2]1[C:7]([S:8]([NH2:17])(=[O:10])=[O:9])=[C:6]([F:12])[C:5]([F:13])=[C:4]([F:14])[C:3]=1[F:15]

Participants

5

Reactant 3

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

Product 1

HCID 2063927PentafluorobenzenesulfonamideYield 36%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Under room temperature, a solution of 468 g of pentafluorobenzenesulfonyl chloride in acetone was added dropwise to an aqueous solution containing 964 g of ammonium chloride, during which a pH was adjusted to 7 with an aqueous sodium hydroxide solution. The precipitated product was filtered, and recrystallized from toluene to obtain 156 g of pentafluorobenzenesulfonamide as white crystals. A structure was confirmed by 1H-NMR, 19F-NMR and IR.

Workup

  1. filtrationThe precipitated product was filtered
  2. customrecrystallized from toluene

Sources & evidence

ORD record
ord-9e29f437fa32492cbe862a61782d3444
Source dataset
uspto-grants-2011_03
Patent number
US07910686B2

Linked notes

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