Reaction #41535

Reaction equation

ammonium chloride

3-chloro-2,4-bis(pyridin-3-yloxy)-6-nitroaniline

→

compound

4-chloro-3,5-bis(pyridin-3-yloxy)-benzene-1,2-diamine

Solvents

methanol

water

Conditions

Workup

1. 1
   Otherthe reaction liquid
2. 2
   Temperaturewas heated
3. 3
   Temperatureunder reflux for 2 hours
4. 4
   OtherThe reaction liquid
5. 5
   Filtrationwas filtered
6. 6
   Otherthe solvent was evaporated away under reduced pressure
7. 7
   workup.ADDITIONThe residue was diluted with ethyl acetate
8. 8
   Washwashed with water
9. 9
   Dryingdried with anhydrous magnesium sulfate
10. 10
    OtherThe solvent was evaporated away

Procedure

128 mg of ammonium chloride and 67 mg of iron powder were added to a suspension of 143 mg of 3-chloro-2,4-bis(pyridin-3-yloxy)-6-nitroaniline in 8 ml of methanol and 4 ml of water, and the reaction liquid was heated under reflux for 2 hours. The reaction liquid was filtered, and the solvent was evaporated away under reduced pressure. The residue was diluted with ethyl acetate, washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away to obtain the entitled compound as a pale brown solid.

Source