Ammonia → 4-Acetylbenzenesulphonamide

HRID 2164147Notes

Reaction equation

HRID 2164147 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].C(C1C=CC(S([O-])(=O)=O)=CC=1)(=O)C.[Na+].[NH3:28]>>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:28])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 2664184-Acetylbenzenesulfonyl chlorideHCID 23668814Sodium 4-acetylbenzenesulphonate

Product 1

HCID 740654-Acetylbenzenesulphonamide

Procedure

The damp 4-acetylbenzenesulfonyl chloride from 50 g. of sodium 4-acetylbenzenesulfonate is added in portions, with stirring, to 500 ml. of concentrated aqueous ammonia. The mixture is stirred at room temperature for 16 hours, cooled, and the precipitated 4-acetylbenzenesulfonamide removed by filtration and crystallized from aqueous ethanol/acetone; m.p. 177-179° C.

Workup

  1. stirringThe mixture is stirred at room temperature for 16 hours
  2. temperaturecooled
  3. customthe precipitated 4-acetylbenzenesulfonamide removed by filtration
  4. customcrystallized from aqueous ethanol/acetone

Sources & evidence

ORD record
ord-d2d03594d0e34b4e82221671516ca2a0
Source dataset
uspto-grants-1979_01
Patent number
US04137408

Reaction notes

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