Reaktion #1153578

Reaktionsgleichung

1,2-diaminobenzene

catechol

→

5,10-dihydrophenazine

Ausbeute 101.4%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturHeat
2. 2
   Sonstigeat the end of 30 minutes
3. 3
   Sonstigehas risen to 90° C
4. 4
   TemperaturThe temperature is maintained in the range of 151° C. to 187° C. over a 4½ day period
5. 5
   TemperaturThe reaction mixture is cooled to 80° C.
6. 6
   workup.ADDITIONadded over 30 minutes
7. 7
   Temperaturto cool to room temperature overnight
8. 8
   Sonstigeto remove water
9. 9
   workup.ADDITIONA further 8 L water is added
10. 10
    Temperaturheated to 70° C.
11. 11
    Temperaturcooled to 40° C.
12. 12
    Sonstigethe water again removed
13. 13
    WaschenA further wash with 8 L water
14. 14
    Sonstigelowered only to 60° C. during removal of water
15. 15
    FiltrationThe product is filtered on a filter funnel
16. 16
    Sonstigeair dried for 30 minutes

Vorschrift

To a 12 L Morton flask is charged 702 g 1,2-diaminobenzene and 2.1 Kg catechol (3 equivalents based on 1,2-diaminobenzene). Heat is applied by a heating mantle, and at the end of 30 minutes, all materials are melted and the temperature has risen to 90° C. Over the next 40 minutes, the temperature is increased to ca. 170° C. The temperature is maintained in the range of 151° C. to 187° C. over a 4½ day period. The reaction mixture is cooled to 80° C. and 8 L deionized water added over 30 minutes. The mixture is allowed to cool to room temperature overnight, and a filter candle used to remove water. A further 8 L water is added and heated to 70° C., cooled to 40° C., and the water again removed. A further wash with 8 L water is again performed, with the wash temperature lowered only to 60° C. during removal of water. The product is filtered on a filter funnel and air dried for 30 minutes to yield ca. 1200 g of moist 5,10-dihydrophenazine containing approximately 20% water. Yield of dry 5,10-dihydrophenazine is 960 g (68% of theory, based on 1,2-diaminobenzene).

Quelle