Reaction #640518

ord-1a2a34e6664f4ed7a13cedd1186d79e4

Reaction equation

Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
4-[1-(4-chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COS(=O)(=O)OC
dimethylsulfate
CNc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
title compound
CNc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
Methyl-{4-[1-(4-chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-yl}-amine

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationFiltration of the solids, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel

Procedure

A suspension of 4-[1-(4-chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine (0.10 g, 0.282 mmol, prepared according to Example 1), potassium carbonate (0.233 g, 1.69 mmol) and dimethylsulfate (0.142 g, 1.12 mmol) in acetone (5 ml) is stirred at room temperature for 16 hours. Filtration of the solids, 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 colorless solid, m.p. 210-214° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE042890E1uspto-grants-2011_11