Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | HCID 23078289 | HCID 23078289 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | HCID 57756419 | HCID 57756419 | 30% |
Reaction Steps
1-(2-Hydroxy-4-methyl-5-methylsulfanyl-phenyl)ethanone (29 mg), 4-chloro-6,7-dimethoxyquinoline (66 mg), and 4-dimethylaminopyridine (54 mg) were suspended in o-dichlorobenzene (2 ml) to prepare a suspension which was then stirred at 130° C. overnight. 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 magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-hexane to give the title compound (17 mg, yield 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07560558B2 |
|---|
| Source dataset | uspto-grants-2009_07 |
|---|
| ORD ID | ord-768451af5eb34727aef2d81b83d72f2e |
|---|
| Source note | uspto-grants-2009_07 |
|---|