Réaction #640520

ord-18f14deab7bd4f55833e5a6152a7b1fa

Équation de réaction

N#CCCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(CBr)c1ccc(Cl)cc1
4-chlorophenacyl bromide
N#CCCNc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
title compound
N#CCCNc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
4-[1-(4-Chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-yl-N-(2-cyanoethyl)-amine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Lavagewashed with water
  2. 2
    Séchagedried over sodium sulphate
  3. 3
    FiltrationFiltration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel

Mode opératoire

A suspension of 4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine (0.10 g, 0.39 mmol), potassium carbonate (0.08 g, 0.58 mmol) and 4-chlorophenacyl bromide (0.11 g, 0.47 mmol) in DMF (5 ml) is stirred at room temperature 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. 191-192° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE042890E1uspto-grants-2011_11