Hydrochloric Acid → 4-Acetyl-N-(2-hydroxyethyl)benzenesulfonamide

HRID 866979Notes

Reaction equation

HRID 866979 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+].[OH:28][CH2:29][CH2:30][NH2:31].Cl>>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:31][CH2:30][CH2:29][OH:28])(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 700EthanolamineHCID 2664184-Acetylbenzenesulfonyl chlorideHCID 23668814Sodium 4-acetylbenzenesulphonate

Product 1

HCID 227503074-Acetyl-N-(2-hydroxyethyl)benzenesulfonamide

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 2-hydroxyethylamine. The mixture is stirred at room temperature for 16 hours, then acidified with hydrochloric acid and cooled to 0°-5° C. The precipitate of 4-acetyl-N-(2-hydroxyethyl)benzenesulfonamide is collected by filtration, washed with water and dried; m.p. 119°-121° C. after crystallization from water.

Workup

  1. temperaturecooled to 0°-5° C
  2. filtrationThe precipitate of 4-acetyl-N-(2-hydroxyethyl)benzenesulfonamide is collected by filtration
  3. washwashed with water
  4. customdried
  5. customm.p. 119°-121° C. after crystallization from water

Sources & evidence

ORD record
ord-b9ca5ceea73849a9b8d1925153f61024
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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