Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 6-Hydroxy-4-methyl-2-benzopyrone | HCID 75409 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | HCID 23078357 | HCID 23078357 | 14.8% |
Reaction Steps
6-Hydroxy-4-methyl-chromen-2-one (238 mg), 4-chloro-6,7-dimethoxyquinoline (100 mg), and 4-dimethylaminopyridine (165 mg) were suspended in o-dichlorobenzene (5 ml), and the suspension was stirred at 140° C. for 3.5 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (24 mg, yield 5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07560558B2 |
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| Source dataset | uspto-grants-2009_07 |
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| ORD ID | ord-21ce6693f64148ab97ecb6b3c173a055 |
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| Source note | uspto-grants-2009_07 |
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