Reacción #6671

Ecuación de reacción

N,N′-diphenyl-p-phenylenediamine

iodobenzene

K2CO3

I2

→

N,N,N′,N′-tetraphenyl-p-phenylenediamine

Rendimiento 111.3%

Disolventes

nitrobenzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawere refluxed gently over 24 hours
2. 2
   Otrowhile removing
3. 3
   Temperaturaby reflux
4. 4
   workup.DISTILLATIONSubsequently, steam distillation
5. 5
   Filtraciónresidues were filtered out
6. 6
   Temperaturaafter cooling
7. 7
   Lavadowashed with water
8. 8
   Extracciónextracted
9. 9
   OtroAfter removing toluene
10. 10
    workup.DISTILLATIONby distillation, ethanol
11. 11
    workup.ADDITIONwas added to the residues
12. 12
    Filtraciónthe mixture was filtered
13. 13
    OtroRecrystallization

Procedimiento

41.4 g of N,N′-diphenyl-p-phenylenediamine, 66 g of iodobenzene, 100 ml of nitrobenzene, 45 g of K2CO3, 10.8 g of copper powder, and I2 (trace) were put in a four-neck flask of 300-milliliter volume, and were refluxed gently over 24 hours by stirring the same while removing generated water by reflux. Subsequently, steam distillation was carried out, and when a distillate no longer came out, residues were filtered out after cooling, washed with water, and extracted using toluene. After removing toluene by distillation, ethanol was added to the residues, and the mixture was filtered. Recrystallization was carried out using a solvent of toluene and ethanol (toluene:ethanol=4:1 (by volume)), whereby 36.5 g of N,N,N′,N′-tetraphenyl-p-phenylenediamine was obtained. It had a melting point of 200° C. to 202° C.

Fuente