Hydrazine → 6-bromo-2,3-dihydro-1H-indol-2-one

Temperature

125 °C

To 6-bromo-1H-indole-2,3-dione (15 g) was added hydrazine (66 ml), and the mixture was stirred at 125° C. for 2 hours. After the reaction was complete, to the mixture was added 6N aqueous HCl solution (60 ml), and the mixture was stirred at 60° C. for 2 hours. After the reaction was complete, the mixture was neutralized with 3N aqueous NaOH solution, and the mixture was extracted with ethyl acetate. This ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated to give the title compound (9.1 g) as a red crystal.

1. stirringthe mixture was stirred at 60° C. for 2 hours
2. extractionthe mixture was extracted with ethyl acetate
3. washThis ethyl acetate solution was washed with water
4. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-d8ee3cc2176045a38d5a45775c7937af

Source dataset

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08389511B2