Reaction #41524

Reaction equation

hydrogen

3-(2-methoxyphenoxy)-2-nitro-5-(pyridin-3-yloxy)-aniline

→

3-(2-methoxyphenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamine

Solvents

methanol

Conditions

Workup

1. 1
   Otherthe reaction liquid
2. 2
   OtherThe catalyst was removed through filtration
3. 3
   Otherthe solvent was evaporated away under reduced pressure
4. 4
   Otherthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2 to ethyl acetate)
5. 5
   Otherto obtain the entitled compound as a pale orange oily substance

Procedure

1 g of 20% palladium hydroxide-carbon catalyst was added to a methanol (20 ml) solution of 1.33 g of 3-(2-methoxyphenoxy)-2-nitro-5-(pyridin-3-yloxy)-aniline, and the reaction liquid was stirred for 4 hours in a hydrogen atmosphere. The catalyst was removed through filtration, the solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2 to ethyl acetate) to obtain the entitled compound as a pale orange oily substance.

Source