Water → Acetanilide, 4'-(bis(2-hydroxyethyl)sulfamoyl)-

HRID 987608Notes

Reaction equation

HRID 987608 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[C:8]([NH:11][C:12]1[CH:21]=[CH:20][C:15]([S:16](Cl)(=[O:18])=[O:17])=[CH:14][CH:13]=1)(=[O:10])[CH3:9].O>CC(C)=O>[C:8]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([S:16]([N:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4])(=[O:18])=[O:17])=[CH:20][CH:21]=1)(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 962WaterHCID 8113DiethanolamineHCID 8481N-Acetylsulfanilyl chloride

Product 1

HCID 97561Acetanilide, 4'-(bis(2-hydroxyethyl)sulfamoyl)-

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
5 °C

Procedure

Step 1) Diethanolamine (105 parts) was added dropwise over 10 minutes to a stirred mixture of N-acetyl sulphanilyl chloride (93.5 parts), water (400 parts) and acetone (200 parts) while maintaining the temperature at approximately 5° C. The mixture was allowed to warm to room temperature and stirred over night. The resultant 4-acetylamino-N,N-bis-(2-hydroxyethyl)benzenesulphonamide (103 parts) was isolated by filtration, washed with water and dried.

Workup

  1. temperatureto warm to room temperature

Sources & evidence

ORD record
ord-aeebb7b4c62947968fe3614037c1ecbe
Source dataset
uspto-grants-2003_10
Patent number
US06632858B1

Reaction notes

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