Reaction #355754

Reaction equation

phenylhydrazine

4-(diphenylamino)benzaldehyde

isopropanol

→

4-(diphenylamino)benzaldehyde phenylhydrazone

4-(Diphenylamino)benzaldehyde N-(2,3-Epoxypropyl)-N-Phenylhydrazone

Conditions

Workup

1. 1
   Otherequipped with a reflux condenser and a mechanical stirrer
2. 2
   TemperatureThe solution was refluxed for 2 hours
3. 3
   OtherAt the end of the reaction

Procedure

A mixture of phenylhydrazine (0.1 mole, from Aldrich, Milwaukee, Wis.) and 4-(diphenylamino)benzaldehyde (0.1 mole, from Fluka, Buchs SG, Switzerland) was dissolved in 100 ml of isopropanol in a 250 ml 3-neck round bottom flask equipped with a reflux condenser and a mechanical stirrer. The solution was refluxed for 2 hours. At the end of the reaction, as indicated by the disappearance of the starting materials using thin layer chromatography, the mixture was cooled to room temperature. The 4-(diphenylamino)benzaldehyde phenylhydrazone crystals that formed upon standing were filtered off, washed with isopropanol, and dried in a vacuum oven at 50° C. for 6 hours.

Source