Methanesulfonyl chloride → N-(4-bromo-2-fluorophenyl)methanesulfonamide

HRID 1867807Notes

Reaction equation

HRID 1867807 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]=1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 1230504-Bromo-2-fluoroaniline

Product 1

HCID 956286N-(4-bromo-2-fluorophenyl)methanesulfonamide

Reagents, catalysts & solvents 1

HCID 21875418Pyridine methylene chlorideSolvent

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

  1. washAfter this time, wash
  2. customthe reaction with 1N hydrochloric acid
  3. extractionwhile extracting with dichoromethane
  4. customPurify the title compound via radial chromatography
  5. 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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