Hydrochloric Acid → 1-(2-Amino-3-nitrophenyl)ethan-1-one

To a solution N-(2-acetyl-6-nitro-phenyl)-acetamide (0.3 g, 13.5 mmol) in ethanol (5 mL), was added an aq. solution of 5 N HCl (4.5 mL) and the reaction mixture was heated to reflux for one hour. After completion of the reaction, the reaction mixture was cooled to room temperature and evaporated under reduced pressure. The residue was diluted with water (25 mL) and extracted with ethyl acetate (2×25 mL). The combined organic layers were washed with a 10% aq. solution of sodium bicarbonate followed by water and dried over anhydrous sodium sulphate, then concentrated to dryness and purified by column chromatography using 15% ethyl acetate in hexane to get the title compound as yellow solid (0.20 g, 82.30%)

1. temperaturethe reaction mixture was heated
2. temperatureto reflux for one hour
3. customAfter completion of the reaction
4. customevaporated under reduced pressure
5. additionThe residue was diluted with water (25 mL)
6. extractionextracted with ethyl acetate (2×25 mL)
7. washThe combined organic layers were washed with a 10% aq. solution of sodium bicarbonate
8. dry with materialdried over anhydrous sodium sulphate
9. concentrationconcentrated to dryness
10. custompurified by column chromatography

ORD record

ord-83882ad61d16405c8cb1ee5289da2baa

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09006454B2