Reaction #41528

Reaction equation

carbon disulfide

potassium hydroxide

ethanol

3-(4-fluoro-phenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamine

4-(4-Fluoro-phenoxy)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole

→

4-(4-fluoro-phenoxy)-6-(pyridin-3-yloxy)-1H-benzimidazole-2-thiol

Solvents

ethyl acetate

Conditions

Workup

1. 1
   Otherthe reaction liquid
2. 2
   OtherThe reaction liquid
3. 3
   Washwashed with water and saturated saline in order
4. 4
   Dryingdried with anhydrous magnesium sulfate
5. 5
   OtherThe solvent was evaporated away under reduced pressure
6. 6
   Otherto obtain the entitled compound

Procedure

0.06 ml of carbon disulfide and 54 mg of potassium hydroxide were added to an ethanol (2.0 ml) solution of 273 mg of 3-(4-fluoro-phenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamine obtained in Example 68, and the reaction liquid was stirred overnight at 80° C. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline in order, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound.

Source