Chloroacetyl chloride → 2-Chloro-N-(2-chlorophenyl)acetamide
Reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[Cl:9][CH2:10][C:11](Cl)=[O:12].C(N(CC)C(C)C)(C)C>ClCCl>[Cl:9][CH2:10][C:11]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[Cl:1])=[O:12]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
2-Chloroaniline (5 g) was dissolved in dichloromethane (100 ml) and chloroacetyl chloride (3.11 ml) and N,N-diisopropylethylamine (13.65 ml) were added at 0° C. under a nitrogen atmosphere. The mixture was stirred for 1 hour at 0° C. and 12 hours at room temperature, then quenched with water. The product was extracted with dichloromethane. The organic layer was washed with water, brine, dried (MgSO4) and concentrated under reduced pressure to leave the subtitle product as a beige solid. Yield 7.5 g. This was used in the next step without further purification.
Workup
- customquenched with water
- extractionThe product was extracted with dichloromethane
- washThe organic layer was washed with water, brine
- dry with materialdried (MgSO4)
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-34c15d47fc6e40058ae4efee6185aad1
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06969713B2
Reaction notes
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