Реакция #10862

Уравнение реакции

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

→

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

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

Растворители

chlorobenzene

Условия реакции

Обработка

1. 1
   Температураwas cooled
2. 2
   Промывкаwashed (water)
3. 3
   Сушкаdried (magnesium sulfate)
4. 4
   Другоеevaporated
5. 5
   Другоеseparated by chromatography on silica gel

Методика

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).

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