Reacción #640519

ord-3cfb0239468e46a7bb75299117b37dfd

Ecuación de reacción

Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
4-[1-(4-chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine
c1ccncc1
pyridine
CC(=O)Cl
acetyl chloride
CC(=O)Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
title compound
CC(=O)Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
N-{4-[1-(4-Chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-yl}-acetamide

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with water
  2. 2
    Secadodried over sodium sulphate
  3. 3
    FiltraciónFiltration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel

Procedimiento

A solution of 4-[1-(4-chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine (0.05 g, 0.143 mmol), pyridine (0.022 g, 0.282 mmol), acetyl chloride (0.013 g, 0.169 mmol) and a catalytic amount of DMAP in DMF (5 ml) is stirred at 80° C. for 16 hours. The reaction mixture is diluted with ethyl acetate, washed with water and dried over sodium sulphate. Filtration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel using hexane-ethyl acetate as eluent gives the title compound as a yellowish solid, m.p. 202-205° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE042890E1uspto-grants-2011_11