Methanesulfonyl chloride → N-(4-bromo-2-fluorophenyl)methanesulfonamide
Reaction equation
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>ClCCl.N1C=CC=CC=1>[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][S:11]([CH3:10])(=[O:13])=[O:12])=[C:4]([F:9])[CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Procedure MM: To a stirring solution of 4-bromo-2-fluoroaniline (1.0 mmol) in 3:1 dichloromethane/pyridine, add methanesulfonyl chloride (1.5 mmol) and stir at room temperature for 18 hours. After this time, wash the reaction with 1N hydrochloric acid while extracting with dichoromethane. Purify the title compound via radial chromatography eluting with ethyl acetate and hexane.
Workup
- washAfter this time, wash
- customthe reaction with 1N hydrochloric acid
- extractionwhile extracting with dichoromethane
- customPurify the title compound via radial chromatography
- washeluting with ethyl acetate and hexane
Sources & evidence
- ORD record
- ord-92e976a67c5a480188b2bf6350597e2c
- Source dataset
- uspto-grants-2009_12
- Patent number
- US07632857B2
Reaction notes
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