Reaction #684939

Reaction equation

4-methoxy-4′-(di-p-tolylamino)stilbene

sodium ethanethiolate

water

hydrochloric acid

→

4-hydroxy-4′-(di-p-tolylamino)stilbene

Solvents

N,N-dimethylformamide

Conditions

Workup

1. 1
   Otherreacted for 5 hours at 130° C
2. 2
   TemperatureThe mixture is cooled down
3. 3
   ExtractionThe objective material is extracted
4. 4
   WashThe extracted liquid is washed with water
5. 5
   Otherdried
6. 6
   OtherThe crude objective material is prepared
7. 7
   Otherby removing the solvent (i.e., N,N-dimethylformamide)
8. 8
   OtherFurther, the crude objective material is purified with a column chromatography

Procedure

The above-prepared 4-methoxy-4′-(di-p-tolylamino)stilbene and twice equimolar amount of sodium ethanethiolate are dissolved in N,N-dimethylformamide, and reacted for 5 hours at 130° C. The mixture is cooled down, and then poured into water and neutralized with hydrochloric acid. The objective material is extracted therefrom using acetic acid. The extracted liquid is washed with water, and then dried. The crude objective material is prepared by removing the solvent (i.e., N,N-dimethylformamide) therefrom. Further, the crude objective material is purified with a column chromatography using silica gel. Thus, 4-hydroxy-4′-(di-p-tolylamino)stilbene (i.e., objective material) is prepared.

Source