Reacción #2139608

Ecuación de reacción

sodium hydroxide

4-chloro-3-nitroaniline

isopropyl mercaptan

→

product

Rendimiento 97.0%

4-(isopropylthio)-3-nitroaniline

Rendimiento 97.0%

Disolventes

water

DMSO

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONThe addition
2. 2
   Otrowas exothermic to 60°
3. 3
   Extracciónextracted with methylene chloride
4. 4
   LavadoThe combined extracts were washed with water
5. 5
   Secadodried with anhydrous MgSO4
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated

Procedimiento

To a stirred solution containing 34.5 g (0.20 mole) of 4-chloro-3-nitroaniline and 24 g (0.30 mole) of isopropyl mercaptan in 200 ml of DMSO was added dropwise at ambient temperature a solution of 8.0 g (0.20 mole) of sodium hydroxide in 10 ml of water. The addition was exothermic to 60° and the mixture became deep red in color. After three days, the reaction mixture was poured into water and extracted with methylene chloride. The combined extracts were washed with water, dried with anhydrous MgSO4, filtered and concentrated to give 41.1 g (97%) of product as a red-brown syrup.

Fuente