Methanesulfonyl chloride → N-(6-Chloro-2-methylpyridin-3-yl)methanesulfonamide
Reaction equation
[NH2:1][C:2]1[C:3]([CH3:9])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[Cl:8][C:5]1[N:4]=[C:3]([CH3:9])[C:2]([NH:1][S:11]([CH3:10])(=[O:13])=[O:12])=[CH:7][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 3-amino-6-chloro-2-picoline (2.0 g, 14.0 mmol) and methanesulfonyl chloride (1.92 g, 16.8 mmol) in pyridine (40 ml) was stirred for 1 hour at room temperature. After removal of the solvent, the resulting crude product was purified by silica gel column chromatography, eluting with hexane/EtOAc (3:2), to afford 1.70 g (55% yield) of the title compound as pale yellow solids.
Workup
- customAfter removal of the solvent
- customthe resulting crude product was purified by silica gel column chromatography
- washeluting with hexane/EtOAc (3:2)
Sources & evidence
- ORD record
- ord-eadb516d81764d858f156cf53fa201c5
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07622589B2
Reaction notes
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