Reaction #63762

Reaction equation

2-[[(3,5-dimethyl-2-pyridyl)methyl]sulphinyl]-5 -(trifluoromethyl)benzimidazole

cysteamine

hydrochloric acid

→

2-[[(2-aminoethyl)dithio]methyl]-3,5-dimethyl-1 -[5-(trifluoromethyl)-2-benzimidazolyl]pyridinium chloride

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   Otherat an internal temperature of 40°
2. 2
   Othersubseguently evaporated in vacuo
3. 3
   OtherThe residue is crystallized from tert.butyl methyl ether/ether

Procedure

3.53 g of 2-[[(3,5-dimethyl-2-pyridyl)methyl]sulphinyl]-5 -(trifluoromethyl)benzimidazole are dissolved in 50 ml of tetrahydrofuran and treated with 0.77 g of cysteamine. 40 ml of 3N hydrochloric acid are added thereto at an internal temperature of 40°. The mixture is stirred at 40° overnight and subseguently evaporated in vacuo. The residue is crystallized from tert.butyl methyl ether/ether. There is obtained 2-[[(2-aminoethyl)dithio]methyl]-3,5-dimethyl-1 -[5-(trifluoromethyl)-2-benzimidazolyl]pyridinium chloride of melting point 115°-120°.

Source