Reaction #640516

ord-3183b4f3c424424c9aae9d495ef6789c

Reaction equation

O=C(CBr)c1ccccc1
Phenacylbromid
Nc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-ylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccccc1
title compound
Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccccc1
4-(1-Phenacyl-1H-benzimidazol-2-yl)-furazan-3-ylamine

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherat room temperature
  2. 2
    Washthe organic phase is washed repeatedly with brine
  3. 3
    OtherDrying of the solvent
  4. 4
    Filtrationfiltering
  5. 5
    Otherevaporation of the solvent under reduced pressure

Procedure

Phenacylbromid (0.1 g, 0.49 mmol) is added to an efficiently stirred suspension of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.1 g, 0.4 mmol) [A. V. Sergievskii, O. A. Krasnoshek, S. F. Mel'nikova, I. V. Tselinskii, Russian Journal of Organic Chemistry, 2002, 38, 915-917] and potassium carbonate (0.172 g, 1.24 mmol) in dry DMF (5 ml) at room temperature. After 4 hours the reaction mixture is diluted with ethyl acetate and the organic phase is washed repeatedly with brine. Drying of the solvent, filtering and evaporation of the solvent under reduced pressure gives the title compound in crude form. The title compound is obtained in pure form by chromatography over silicagel, m.p. 202-204° C.

Source

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