Reaction #640522

ord-bdc05eaa34b34a0ab1fd3859f5f40060

Reaction equation

Nc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-ylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
ICOc1ccccc1
iodomethoxy benzene
Nc1nonc1-c1nc2ccccc2n1COc1ccccc1
title compound
Nc1nonc1-c1nc2ccccc2n1COc1ccccc1
4-(1-Phenoxymethyl-1H-benzimidazol-2-yl)-furazan-3-ylamine

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherEvaporation of the solvent under reduced pressure
  2. 2
    Otherpartitioning of the resulting residue between water and ethyl acetate
  3. 3
    Dryingby drying of the organic solution over sodium sulphate and chromatography of the residue

Procedure

To a solution of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.10 g, 0.497 mmol) is added potassium carbonate (0.172 g, 1.24 mmol) and iodomethoxy benzene (0.128 g, 0.546 mmol). The mixture is stirred over night. Evaporation of the solvent under reduced pressure and partitioning of the resulting residue between water and ethyl acetate followed by drying of the organic solution over sodium sulphate and chromatography of the residue gives the title compound as a colorless solid, m.p. 171-173° C.

Source

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