Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 14579762 | HCID 14579762 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | HCID 14579763 | HCID 14579763 | 68.4% |
Reaction Steps
A mixture of 4 hydroxy 3 methyl 5 propyl-2 -(isonicotinoyl)-benzofuran (1.5 g; 5.2mmoles), potassium hydroxide pellets (2 g; 37mmoles), ethylene glycol (25 ml) and 99% hydrazine (0.8 ml) was heated with stirring at 130° C. for 1 hour and at 155° C. for 2 hours. The mixture was cooled and acidified with 20% citric acid solution. The mixture was extracted using 20% ethyl acetate in diethyl ether. The organic layer was dried (Na2SO4), filtered, concentrated, and chromatographed to obtain 1 g of the title compound which was then recrystallized from ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04863958 |
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| Source dataset | uspto-grants-1989_09 |
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| ORD ID | ord-c5aadac991db44b9a0ee28df3ac05894 |
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| Source note | uspto-grants-1989_09 |
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