Acetic Anhydride → 2,4-Dichloroacetanilide
Reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[CH3:10][C:11](OC(C)=O)=[O:12]>CC(O)=O>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH:4][C:11](=[O:12])[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
To a solution of 2,4-dichloroaniline (42.0 g, 260 mmol) in AcOH (40.0 mL) is added Ac2O (80 mL). The reaction mixture is warmed up to 50° C. and stirred at this temperature for 1 hour. The reaction is cooled to room temperature and poured into ice water (500 mL). A solid precipitated and the mixture is stirred for additional 1 hour at room temperature. The solid is filtered and washed with water, hexanes and air dried to give N-(2,4-dichlorophenyl)acetamide.
Workup
- temperatureThe reaction is cooled to room temperature
- customA solid precipitated
- stirringthe mixture is stirred for additional 1 hour at room temperature
- filtrationThe solid is filtered
- washwashed with water, hexanes and air
- customdried
Sources & evidence
- ORD record
- ord-20c4a68e7b6f445cb8ee9e738eb368be
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08362294B2
Reaction notes
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