反应详情

Iron (3.62 g, 64.7 mmol) and concentrated hydrochloric acid (0.1 mL) were added to ethanol/water (20 mL/20 mL), and refluxed for 1 hour. The mixed reaction solution was added with 1-methyl-5-nitro-1H-indazole (2.29 g, 12.9 mmol) obtained in <Step 1> above, and further refluxed for 3 hours or more. The reaction mixture was filtered through a Celite pad under reduced pressure, and washed with chloroform/2-propanol=4/1(v/v). The filtrate obtained was distilled under reduced pressure, and dissolved in chloroform/2-propanol=4/1 (v/v). The organic layer was washed with an aqueous solution of sodium bicarbonate and brine. The obtained organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (1.35 g, 71%).

1. temperaturerefluxed for 1 hour
2. customThe mixed reaction solution
3. customobtained in <Step 1> above, and
4. temperaturefurther refluxed for 3 hours or more
5. filtrationThe reaction mixture was filtered through a Celite pad under reduced pressure
6. washwashed with chloroform/2-propanol=4/1(v/v)
7. customThe filtrate obtained
8. distillationwas distilled under reduced pressure
9. dissolutiondissolved in chloroform/2-propanol=4/1 (v/v)
10. washThe organic layer was washed with an aqueous solution of sodium bicarbonate and brine
11. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
12. filtrationfiltered
13. concentrationconcentrated under reduced pressure