Acetic Acid → HCID 178434282, compound

Temperature

160 °C

To a solution of 2,6-dihydroxy acetophenone (0.50 g, 3.31 mmol) in ethylene glycol (7 ml) was slowly added a solution of hydrazine hydrate (3.3 g, 6.59 mmol) in ethylene glycol (2 ml). The reaction mixture was stirred for 20 min at room temperature and for an additional 2 hours at 160° C. After cooling to room temperature and dilution with distilled water (20 ml), the acetic acid (0.25 ml) was added to adjust the pH of the solution to 6. The resulting mixture was extracted four times with ethyl acetate, washed with a 5% sodium sulfite solution, dried over magnesium sulfate, filtered, and concentrated using vacuum evaporation. The crude product was purified by chromatography on silica gel to give 0.37 g of 3-Methyl-1H-indazol-4-ol (Yield 68%).

1. temperatureAfter cooling to room temperature
2. extractionThe resulting mixture was extracted four times with ethyl acetate
3. washwashed with a 5% sodium sulfite solution
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customvacuum evaporation
8. customThe crude product was purified by chromatography on silica gel

ORD record

ord-c9b8083c93cd4aac979c36f61bfb1064

Source dataset

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07812045B2