Reacción #575578

ord-0fa31629d3c24826845108add6c3d717

Ecuación de reacción

O=C=NCc1ccc(Cl)cc1
4-chlorobenzylisocyanate
Clc1ccc(CN2CCNCC2)cc1
1-(4-chlorobenzyl)piperazine
O=C(NCc1ccc(Cl)cc1)N1CCN(Cc2ccc(Cl)cc2)CC1
1-(((4-chlorobenzyl)amino)carbonyl)-4-(4-chlorobenzyl)piperazine
Rendimiento 54.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónAfter 20 hours the mixture was concentrated of volatiles
  2. 2
    LavadoThe resulting solid was washed with ethyl acetate
  3. 3
    Otrodried in vacuo

Procedimiento

To a solution of 4-chlorobenzylisocyanate (0.59 g, 3.5 mmol) in anhydrous THF (15 mL) at 0° C. was added 1-(4-chlorobenzyl)piperazine (0.74 g, 3.5 mmol). The resultant mixture was stirred at ambient temperature. After 20 hours the mixture was concentrated of volatiles. The resulting solid was washed with ethyl acetate and dried in vacuo to afford 0.72 g of 1-(((4-chlorobenzyl)amino)carbonyl)-4-(4-chlorobenzyl)piperazine as a white solid; NMR (CDCl3) 7.4 (m, 4), 7.3 (m, 2), 7.2 (m, 2), 4.4-4.1 (m, 6), 3.6 (m, 4), 3.0 (m, 2) ppm.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06972290B2uspto-grants-2005_12