Reaction #53217

Reaction equation

isopropylsulphonic acid chloride

4-tert.butoxycarbonylamino-aniline

→

isopropylsulphonic acid-(4-tert.butoxycarbonylamino-phenyl)-amide

Solvents

pyridine

Conditions

Workup

1. 1
   Extractionextracted with ethyl acetate
2. 2
   WashThe organic phases are washed with water
3. 3
   OtherThe residue is chromatographed on silica gel (dichloromethane/methanol/NH4OH=19:1:0.1)

Procedure

1.2 g (10 mmol) of isopropylsulphonic acid chloride are added dropwise to a solution of 1.0 g (4.8 mmol) of 4-tert.butoxycarbonylamino-aniline in 10 ml of pyridine. The mixture is stirred for 18 hours at ambient temperature. Then the reaction solution is poured onto 150 ml of ice water and then extracted with ethyl acetate. The organic phases are washed with water and freed from solvent. The residue is chromatographed on silica gel (dichloromethane/methanol/NH4OH=19:1:0.1).

Source