反应详情

4-Fluorophenylhydrazine hydrochloride 4 g) was added to a solution of sodium (1.13 g) in ethanol (50 ml), and the mixture was refluxed for 1 hour. To the cooled mixture was added 3-[4-(methylthio)phenyl]acrylonitrile (4.3 g), and the resulting mixture was refluxed overnight. Ethyl acetate and water were added, and the organic layer was separated, dried and concentrated. The oily residue (7.6 g) was purified by column chromatography on silica gel (76 g) eluting with a mixture of toluene and ethyl acetate (2:1) to give brown crystals of 4,5-dihydro-1-(4-fluorophenyl)-5-[4-(methylthio)phenyl]pyrazol-3-amine (5 g).

1. temperaturethe mixture was refluxed for 1 hour
2. temperaturethe resulting mixture was refluxed overnight
3. customthe organic layer was separated
4. customdried
5. concentrationconcentrated
6. customThe oily residue (7.6 g) was purified by column chromatography on silica gel (76 g)
7. washeluting with a mixture of toluene and ethyl acetate (2:1)