Reaction #543544

Reaction equation

3,3′-diaminobenzidine

→

3,3′-diaminobenzidine tetracyclohexanimine

Yield 90.0%

Solvents

cyclohexanone

Conditions

Workup

1. 1
   OtherIn a 200-ml flask equipped with a stirrer, a condenser
2. 2
   Temperatureby heating
3. 3
   TemperatureAfter cooling to room temperature
4. 4
   Othercyclohexanone was removed under reduced pressure
5. 5
   OtherThe residue was purified by silica gel chromatography

Procedure

In a 200-ml flask equipped with a stirrer, a condenser and a thermometer were placed 21.4 g (100 mmol) of 3,3′-diaminobenzidine and 100 ml of cyclohexanone, followed by heating with stirring at 60° C. in a nitrogen atmosphere for 2 hours. After cooling to room temperature, cyclohexanone was removed under reduced pressure. The residue was purified by silica gel chromatography, to yield 48.1 g (90 mmol) of the target 3,3′-diaminobenzidine tetracyclohexanimine [N,N′,N″,N′″-tetracyclohexylidene-3,4,3′,4′-biphenyltetramine] in a yield of 90%.

Source