Reacción #640521

ord-77896f8fc5af43b394fa71834f395fe8

Ecuación de reacción

Nc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-ylamine
CO
methanol
C=CC#N
acrylonitrile
N#CCCNc1nonc1-c1nc2ccccc2[nH]1
title compound
N#CCCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-Benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroEvaporation of the solvent under reduced pressure
  2. 2
    Otropartitioning of the resulting residue between water and ethyl acetate
  3. 3
    Secadoby drying of the organic solution over sodium sulphate

Procedimiento

To a solution of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.10 g, 0.497 mmol) in pyridine (5 ml) sodium in methanol (0.02 g, 0.86 mmol in 1 ml) and acrylonitrile (0.03 g, 0.39 mmol) are added sequentially at 0° C. 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 gives the title compound in pure form. 1H-NMR (400 MHz, d6-DMSO): 13.7 (s, 1H); 7.82 (d, 1H); 7.60 (d, 1H); 7.36 (m, 2H); 7.20 (t, 1H); 3.67 (q, 2H); 2.94 (t, 2H).

Fuente

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