Reacción #46905

ord-06b7fc8bcd3949b289e3f1b32505da3e

Ecuación de reacción

NC(=O)c1ccc(OC(=O)Cc2ccccc2Nc2c(Cl)cccc2Cl)cc1
4-Carbamoylphenyl 2-(2-(2,6-dichlorophenylamino)phenyl)acetate
NC(=O)c1ccc(OC(=O)Cc2ccccc2Nc2c(Cl)cccc2Cl)cc1
4-carbamoylphenyl 2-[2-(2,6-dichlorophenylamino)-phenyl]acetate
COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
Lawesson reagent
NC(=S)c1ccc(OC(=O)Cc2ccccc2Nc2c(Cl)cccc2Cl)cc1
compound 6
Rendimiento 91.0%
NC(=S)c1ccc(OC(=O)Cc2ccccc2Nc2c(Cl)cccc2Cl)cc1
[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid 4-thiocarbamoyl-phenyl ester
Rendimiento 91.0%

Disolventes

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was removed under reduced pressure
  2. 2
    Otrothe crude residue was purified by silica gel column (dichloromethane/methyl alcohol 9.5/0.5)

Procedimiento

4-Carbamoylphenyl 2-(2-(2,6-dichlorophenylamino)phenyl)acetate (5, 480 mg, 1.14 mmol) and Lawesson reagent (460 mg, 1.14 mmol) were dissolved in 20 ml of anhydrous benzene. The reaction was warmed to 50° C. and stirred for 6 h. The solvent was removed under reduced pressure; the crude residue was purified by silica gel column (dichloromethane/methyl alcohol 9.5/0.5) to furnish the pure compound 6 (446 mg, 91% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07741359B2uspto-grants-2010_06