Reaction #640521

Reaction equation

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

methanol

acrylonitrile

→

title compound

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

Solvents

pyridine

Conditions

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

Procedure

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