Reacción #10869

Ecuación de reacción

thiocarbonyldiimidazole

4-(4-methyl-1-piperazinyl)benzenamine

→

1-(4-isothiocyanatophenyl)-4-methylpiperazine

Rendimiento 83.0%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITION4.78 g, 25.0 mmol) was added over a period of 30 min
2. 2
   OtroThe cooling bath was removed
3. 3
   TemperaturaThe mixture was cooled to 0° C.
4. 4
   workup.ADDITIONice-water was added
5. 5
   workup.WAITAfter 30 min
6. 6
   Extracciónthe mixture was extracted with ether (3×200 mL)
7. 7
   Secadodried (Na2SO4)
8. 8
   Filtraciónfiltered
9. 9
   Otroevaporated

Procedimiento

A mixture of thiocarbonyldiimidazole (4.46 g, 25.0 mmol) (Aldrich) and N,N-dimethylformamide (20 mL) was cooled to about −15° C. and a solution of 4-(4-methyl-1-piperazinyl)benzenamine (prepared according to the procedure of Chong, W. K. et al. WO9921845; 4.78 g, 25.0 mmol) was added over a period of 30 min. The cooling bath was removed and the mixture was stirred for 1 h. The mixture was cooled to 0° C. and ice-water was added. After 30 min, the mixture was extracted with ether (3×200 mL), dried (Na2SO4), filtered, and evaporated to give 1-(4-isothiocyanatophenyl)-4-methylpiperazine (4.84 g, 83%) as a pale purple solid.

Fuente