Hydrochloric Acid → 4-Chloro-N,N-dimethylbenzamide
Reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH3:11][NH:12][CH3:13].N1C=CC=CC=1.Cl>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:12]([CH3:13])[CH3:11])=[O:7])=[CH:4][CH:3]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Chloro-N,N-dimethylbenzamide is prepared by reacting 4-chlorobenzoyl chloride with dimethylamine in toluene with some pyridine (1 mol equivalent per acid chloride) to trap the HCl that is evolved. After aqueous extraction of the pyridinium salt and any excess starting materials, the product is crystallized from the toluene solution.
Workup
- extractionAfter aqueous extraction of the pyridinium salt
- customany excess starting materials, the product is crystallized from the toluene solution
Sources & evidence
- ORD record
- ord-ee0d71690e4d4c0b8ab23eb1c1ba4511
- Source dataset
- uspto-grants-1997_09
- Patent number
- US05670564
Reaction notes
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