Réaction #640521

Équation de réaction

4-(1H-benzimidazol-2-yl)-furazan-3-ylamine

methanol

acrylonitrile

→

title compound

4-(1H-Benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   AutreEvaporation of the solvent under reduced pressure
2. 2
   Autrepartitioning of the resulting residue between water and ethyl acetate
3. 3
   Séchageby drying of the organic solution over sodium sulphate

Mode opératoire

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).

Source