反应详情

温度

60 °C

3-chloro-5-nitro-isoquinoline (20.9 g., 0.1170 mole, prepared according to the method of Example 1 hereinabove) was suspended in glacial acetic acid (160 ml), and water (160 ml) was then added while the temperature of the mixture was being raised to 60°C. Keeping the temperature between 60° and 70°C, powdered iron (15.2 g) was added slowly to the stirred mixture, and stirring was continued for 2 hours after addition of the iron was completed. The reaction mixture was allowed to stand overnight, and was then made alkaline with 20% w/v aqueous sodium hydroxide solution, and filtered. The residue was dried overnight, over silica gel in a vacuum oven at 50°C. The dried cake was then broken up and extracted -- three times with ether under reflux. The ether extract was boiled with charcoal, dried over anhydrous sodium sulphate, filtered, and the ether evaporated off to yield 9.25 g of 3-chloro-5-amino-isoquinoline of m.p. 176° - 177°C. Further ether extraction of the filter cake yielded another 4.2 g of 3-chloro-5-amino-isoquinoline of m.p. 175° - 177°C.

1. custom, 0.1170 mole, prepared
2. additionwas added slowly to the stirred mixture
3. waitto stand overnight
4. filtrationfiltered
5. customThe residue was dried overnight, over silica gel in a vacuum oven at 50°C
6. extractionextracted
7. temperaturethree times with ether under reflux
8. extractionThe ether extract
9. dry with materialdried over anhydrous sodium sulphate
10. filtrationfiltered
11. customthe ether evaporated off