Reaktion #10862

Reaktionsgleichung

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

→

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

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

Lösungsmittel

chlorobenzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas cooled
2. 2
   Waschenwashed (water)
3. 3
   Trocknendried (magnesium sulfate)
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeseparated by chromatography on silica gel

Vorschrift

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).

Quelle