Reaktion #724735

Reaktionsgleichung

hydrogen

hydrogen

4-chloro-3,4'-dinitro benzophenone

→

3,4'-diamino benzophenone

hydrochloric acid

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a closed glass vessel equipped with a thermometer and a stirrer there
2. 2
   Sonstigeis absorbed in the mixture during about nine hours
3. 3
   workup.ADDITIONAfter there are added 45 g (0.12 moles) of 15% aqueous solution of sodium hydroxide and 2 g of 90% aqueous solution of trioctyl methyl ammonium chloride (available from Tokyo-Kasei Co.), hydrogen
4. 4
   workup.ADDITIONis again introduced so that 2.35 l (0.105 moles)
5. 5
   Sonstigeis absorbed during about six hours, while the mixture
6. 6
   workup.STIRRINGbeing stirred at 65°-70° C
7. 7
   FiltrationThe reaction mixture is filtered
8. 8
   Sonstigeto remove the catalyst and organic layer
9. 9
   Sonstigeis separated
10. 10
    workup.ADDITIONThe organic layer is added with magnesium sulfate for water removal
11. 11
    SonstigeThe precipitate thus formed
12. 12
    Filtrationis filtered
13. 13
    Waschenwashed with 50 ml of benzene
14. 14
    Sonstigedried

Vorschrift

In a closed glass vessel equipped with a thermometer and a stirrer there are charged 30.7 g (0.1 moles) of 4-chloro-3,4'-dinitro benzophenone, 1 g of palladium black catalyst and 300 ml of benzene. While the mixture being stirred, at 65°-70° C., hydrogen is introduced so that 13.3 l (0.59 moles) of hydrogen is absorbed in the mixture during about nine hours. After there are added 45 g (0.12 moles) of 15% aqueous solution of sodium hydroxide and 2 g of 90% aqueous solution of trioctyl methyl ammonium chloride (available from Tokyo-Kasei Co.), hydrogen is again introduced so that 2.35 l (0.105 moles) is absorbed during about six hours, while the mixture being stirred at 65°-70° C. The reaction mixture is filtered to remove the catalyst and organic layer is separated. The organic layer is added with magnesium sulfate for water removal and then blown with hydrochloric gas to saturation therewith. The precipitate thus formed is filtered, washed with 50 ml of benzene, and dried to obtain hydrochloric acid salt form of 3,4'-diamino benzophenone. Yield 23.4 g (82%). Recrystallization from 20% aqueous isopropanol gives yellow needle-like pure crystals of the benzophenone. M.P. is 250° C. or higher.

Quelle