Reaction #80429

Reaction equation

water

ethylene bromohydrin

potassium carbonate

2-((3-Methyl-4-(3-aminopropylthio)-2-pyridyl)methylthio)1H-benzimidazole

→

2-((3-methyl-4-(3-(2-hydroxyethylamino)propylthio)-2-pyridyl)methylthio)-1H-benzimidazole

Solvents

dimethylformamide

Conditions

Workup

1. 1
   Extractionextracted with ethyl acetate
2. 2
   DryingThe extract was dried over anhydrous magnesium sulfate
3. 3
   workup.DISTILLATIONthe solvent was distilled away under reduced pressure
4. 4
   Extractionextracted with chloroform-methanol

Procedure

2-((3-Methyl-4-(3-aminopropylthio)-2-pyridyl)methylthio)1H-benzimidazole (2.0 g) was dissolved in dimethylformamide (20 ml) and thereto were added ethylene bromohydrin (0.83 g) and potassium carbonate (1.25 g). The mixture was stirred at 60°-70° C. for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was distilled away under reduced pressure. The residue was subjected to column chromatography and extracted with chloroform-methanol to give 2-((3-methyl-4-(3-(2-hydroxyethylamino)propylthio)-2-pyridyl)methylthio)-1H-benzimidazole.

Source