Reaction #710542

Reaction equation

HCl

isobutylamine

4-bromobenzenesulfonyl chloride

pyridine

→

4-bromo-N-isobutyl-benzenesulfonamide

Yield 87.3%

Solvents

DCM

Conditions

Workup

1. 1
   Extractionthe reaction extracted with DCM
2. 2
   Filtrationfiltered through a phase separator
3. 3
   Concentrationconcentrated

Procedure

To a solution of 4-bromobenzenesulfonyl chloride (2 g, 7.8 mmol) in DCM (40 mL) was added pyridine (1.9 mL, 23.5 mmol) followed by isobutylamine (1.56 mL, 15.7 mmol) and the reaction was stirred at room temperature for 16 hours. 1M aqueous HCl was added and the reaction extracted with DCM, filtered through a phase separator and concentrated to give 4-bromo-N-isobutyl-benzenesulfonamide (1.99 g). LCMS (m/z, Method A) ES+ 294[M+1]+

Source