Dimethylamine → N,N-Dimethylbenzenesulfonamide
Reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][NH:12][CH3:13]>C1COCC1.O>[CH3:11][N:12]([CH3:13])[S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:9])=[O:8]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of phenylsulfonyl chloride (10 mL, 78 mmol) in THF (50 mL) was cooled to 0° C. and treated dropwise with dimethylamine (20 mL) as a 40% solution in water maintaining a temperature below 50° C. The reaction was warmed to room temperature for one hour and poured into water. The solution was concentrated to remove THF and the residue was cooled to 0° C. The resulting solid was filtered and dried in vacuo to afford 83A (14 g, 97%).
Workup
- concentrationThe solution was concentrated
- customto remove THF
- temperaturethe residue was cooled to 0° C
- filtrationThe resulting solid was filtered
- customdried in vacuo
Sources & evidence
- ORD record
- ord-a061b6f8f784428e96a83a22e388c41d
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07378426B2
Reaction notes
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