Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Ethylaniline | HCID 11357 | — |
| Reactant | HCID 10858582 | HCID 10858582 | — |
| Solvent | Diethylene Glycol | HCID 8117 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 19369810 | HCID 19369810 | 94.7% |
Reaction Steps
4-Oxo-6-trifluoromethoxy-2,3,4,5-tetrahydrofuro[3,2-c]quinoline(7.0 g, 25.8 mmol) was dissolved in diethylene glycol(30 ml) and 2-ethylaniline(6.7 g, 51 mmol) was added under nitrogen. The reaction mixture was refluxed at 250° C. for 15 hours. The reaction mixture was diluted in brine(20 ml), then the aqueous layer was extracted with dichloromethane(15 ml) for 3 times. The organic layer was washed with water(15 ml) for 3 times, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate as eluent to obtain 5.1 g of desired compound as solid in 53% of yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06011044 |
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| Source dataset | uspto-grants-2000_01 |
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| ORD ID | ord-46ef3b26750e467c99504d7f5f5bd5aa |
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| Source note | uspto-grants-2000_01 |
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