Water → 2-Acetylamino-4-chlorophenol

HRID 496181Notes

Reaction equation

HRID 496181 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](O)=[C:4]([Cl:9])[CH:3]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11].[OH2:17]>>[Cl:9][C:4]1[CH:5]=[CH:6][C:7]([OH:17])=[C:2]([NH:1][C:10](=[O:12])[CH3:11])[CH:3]=1

Participants

4

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 775784-Amino-2-chlorophenol

Product 1

HCID 952582-Acetylamino-4-chlorophenolYield 70%

Conditions

Temperature
60 °C

Procedure

A solution of 4-amino-2-chlorophenol (2.0 g, 13.9 mmol) and acetic anhydride (1.77 g, 17.3 mmol) in water (40 ml) was stirred vigorously for 5 minutes. The reaction mixture was then heated with stirring to 60° C. for 30 minutes, and was then allowed to cool. A pink solid was formed and the precipitate was collected by filtration, washed twice with water, and dried to give 1.8 g (70%) of the subtitle compound.

Workup

  1. temperatureThe reaction mixture was then heated
  2. temperatureto cool
  3. customA pink solid was formed
  4. filtrationthe precipitate was collected by filtration
  5. washwashed twice with water
  6. customdried

Sources & evidence

ORD record
ord-eb2b6e3054284b1ca13eedf101598d32
Source dataset
uspto-grants-2005_09
Patent number
US06943188B2

Reaction notes

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