Diethylamine → 4-acetyl-N,N-diethylbenzenesulfonamide

HRID 2164153Notes

Reaction equation

HRID 2164153 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+].[CH2:28]([NH:30][CH2:31][CH3:32])[CH3:29]>>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:30]([CH2:31][CH3:32])[CH2:28][CH3:29])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 8021DiethylamineHCID 2664184-Acetylbenzenesulfonyl chlorideHCID 23668814Sodium 4-acetylbenzenesulphonate

Product 1

HCID 7504324-acetyl-N,N-diethylbenzenesulfonamide

Procedure

The damp 4-acetylbenzenesulfonyl chloride from 100 g. of sodium 4-acetylbenzenesulfonate is added to a stirred solution of 500 ml. of 50% aqueous diethylamine. The mixture is stirred at room temperature for 4 hours, cooled, and the precipitated 4-acetyl-N,N-diethylbenzenesulfonamide removed by filtration, washed with water and dried; m.p. 78°-79° C. after crystallization from 2-propanol.

Workup

  1. temperaturecooled
  2. customthe precipitated 4-acetyl-N,N-diethylbenzenesulfonamide removed by filtration
  3. washwashed with water
  4. customdried
  5. customm.p. 78°-79° C. after crystallization from 2-propanol

Sources & evidence

ORD record
ord-4d89d19d0533410eb930e28774d49a67
Source dataset
uspto-grants-1979_01
Patent number
US04137408

Reaction notes

Loading…