Реакция #41533

Уравнение реакции

ammonium chloride

3-chloro-2,4-bis(pyridin-3-yloxy)-nitrobenzene

→

3-chloro-2,4-bis(pyridin-3-yloxy)aniline

Растворители

methanol

water

Условия реакции

Обработка

1. 1
   Другоеthe reaction liquid
2. 2
   Температураwas heated
3. 3
   Температураunder reflux for 3 hours
4. 4
   ДругоеThe reaction liquid
5. 5
   Фильтрацияwas filtered
6. 6
   Другоеthe solvent was evaporated away under reduced pressure
7. 7
   workup.ADDITIONThe residue was diluted with ethyl acetate
8. 8
   Промывкаwashed with water
9. 9
   Сушкаdried with anhydrous magnesium sulfate
10. 10
    ДругоеThe solvent was evaporated away under reduced pressure
11. 11
    Другоеthe resulting residue was purified with silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 to ethyl acetate)
12. 12
    Другоеto obtain the entitled compound as a pale yellow oily substance

Методика

963 mg of ammonium chloride and 503 mg of iron powder were added to a suspension of 1.2 g of 3-chloro-2,4-bis(pyridin-3-yloxy)-nitrobenzene in 15 ml of methanol and 7.5 ml of water, and the reaction liquid was heated under reflux for 3 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 under reduced pressure, and the resulting residue was purified with silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 to ethyl acetate) to obtain the entitled compound as a pale yellow oily substance.

Источник