Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methyl-4-methoxyaniline | HCID 7610 | — |
| Reactant | HCID 10858582 | HCID 10858582 | — |
| Solvent | Diethylene Glycol | HCID 8117 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 220853-65-6 | HCID 10113707 | 160.3% |
Reaction Steps
4-Oxo-6-trifluoromethoxy-2,3,4,5-tetrahydrofuro[3,2-c]quinoline(5.0 g, 19 mmol) was dissolved in diethylene glycol(30 ml) and 2-methyl-4-methoxyaniline(6.1 ml, 46 mmol) was added. The reaction mixture was refluxed at 250° C. for 15 hours, diluted in brine(20 ml), and 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 with ethyl acetate as eluent by silica gel chromatography to obtain 6.6 g of desired compound as solid in 91% 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-a32dc391e7634bd2b01512dcd754c897 |
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| Source note | uspto-grants-2000_01 |
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