Reacción #10862

Ecuación de reacción

3-(2,6-dichloro-4-trifluoromethylphenylhydrazino)propionitrile

→

3-(2,6-dichloro-4-trifluoromethylphenylhydrazono)propionitrile

3-(2,6-dichloro-4trifluoromethylphenylazo)propionitrile

Disolventes

chlorobenzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas cooled
2. 2
   Lavadowashed (water)
3. 3
   Secadodried (magnesium sulfate)
4. 4
   Otroevaporated
5. 5
   Otroseparated by chromatography on silica gel

Procedimiento

Cupric chloride (0.673 g, 2.5 equivalents) was added in one portion to a solution of 3-(2,6-dichloro-4-trifluoromethylphenylhydrazino)propionitrile (0.591 g, 2 mmol) in chlorobenzene, and the mixture heated at 65° C. for 50 minutes. The reaction was judged to be complete and was cooled, washed (water), dried (magnesium sulfate), evaporated and separated by chromatography on silica gel to give 3-(2,6-dichloro-4-trifluoromethylphenylhydrazono)propionitrile, NMR 3.37 (d, 2H), 7.03 (t, 1H), 7.5 (s, 2H), 7.75 (s, 1H) (35% yield), and 3-(2,6-dichloro-4trifluoromethylphenylazo)propionitrile, NMR 3.0 (t, 2H), 4.6 (t, 2H), 7.6 (s, 2H) (60% yield).

Fuente