Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 2',6'-Dihydroxyacetophenone | HCID 69687 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | HCID 178434282 | HCID 178434282 | 75.4% |
Reaction Steps
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%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07812045B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-c9b8083c93cd4aac979c36f61bfb1064 |
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| Source note | uspto-grants-2010_10 |
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