Triethylamine → n-[4-(Cyanomethyl)phenyl]methanesulfonamide
Reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:15]=[CH:14][C:10]([CH2:11][C:12]#[N:13])=[CH:9][CH:8]=1.C(N(CC)CC)C>ClCCl>[C:12]([CH2:11][C:10]1[CH:14]=[CH:15][C:7]([NH:6][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:8][CH:9]=1)#[N:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Methanesulphonyl chloride (3.22 ml, 41.6 mmol) was added dropwise to a solution of 4-aminobenzylcyanide (5.00 g, 37.8 mmol) and triethylamine (5.79 ml, 41.6 mmol) in dichloromethane (30 ml). The reaction mixture was stirred for 1 hour and then poured onto water, the organic layer was separated, dried (MgSO4), filtered and the solvent removed under reduced pressure to afford the title compound as a pale orange solid, 6.50 g.
Workup
- additionpoured onto water
- customthe organic layer was separated
- dry with materialdried (MgSO4)
- filtrationfiltered
- customthe solvent removed under reduced pressure
Sources & evidence
- ORD record
- ord-b67cb0a34b5e41e89aa899704c710c16
- Source dataset
- uspto-grants-2007_05
- Patent number
- US07217714B1
Reaction notes
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