Catechol → 5,10-Dihydrophenazine

温度

170 °C

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).

1. temperatureHeat
2. customat the end of 30 minutes
3. customhas risen to 90° C
4. temperatureThe temperature is maintained in the range of 151° C. to 187° C. over a 4½ day period
5. temperatureThe reaction mixture is cooled to 80° C.
6. additionadded over 30 minutes
7. temperatureto cool to room temperature overnight
8. customto remove water
9. additionA further 8 L water is added
10. temperatureheated to 70° C.
11. temperaturecooled to 40° C.
12. customthe water again removed
13. washA further wash with 8 L water
14. customlowered only to 60° C. during removal of water
15. filtrationThe product is filtered on a filter funnel
16. customair dried for 30 minutes

ORDレコード

ord-6ad28f9f658f4a0d863582f876b0516c

出典データセット

uspto-grants-2001_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06242602B1