Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | O-Toluidine | HCID 7242 | — |
| Reactant | 4-Oxo-6-methyl-2,3-dihydrofuro[3,2-c]quinoline | HCID 67626183 | — |
| Solvent | Diethylene Glycol | HCID 8117 | — |
| Product | HCID 9926017 | HCID 9926017 | 81.6% |
Reaction Steps
4-Oxo-6-methyl-2,3-dihydrofuro[3,2-c]quinoline (201 mg, 1.0 mmol) was dissolved in 10 ml of diethylene glycol in a pressure tube and 2-methylaniline (267 μl, 2.5 mmol) was added under nitrogen. The reaction mixture was heated at 250° C. for 15 hours. The reaction mixture was diluted with 20 ml of saline and the aqueous layer was extracted with methylene chloride (15 ml×3). After washing with water (15 ml×3), the organic layer was dried with anhydrous magnesium sulfate and filtered, and concentrated under reduced pressure. The residue was purified with ethyl acetate as eluent by silica gel chromatography to obtain 237 mg of a desired compound as solid in 82 % of yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05914402 |
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| Source dataset | uspto-grants-1999_06 |
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| ORD ID | ord-d68d5b072fa049578cf1550cb50a176f |
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| Source note | uspto-grants-1999_06 |
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