HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylphenyl}-N'-(4-fluorobenzoyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | 4-Fluorobenzoyl isothiocyanate | HCID 249089 | — |
| Reactant | 4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2-methylaniline | HCID 21890510 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Fluorobenzoyl isothiocyanate | HCID 249089 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylphenyl}-N'-(4-fluorobenzoyl)thiourea | HCID 21890846 | 44% |
Reaction Steps
4-Fluoro-1-benzenecarbonyl isothiocyanate was prepared using commercially available 4-fluoro-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 4-Fluoro-1-benzenecarbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylaniline (50 mg), toluene (5 ml), and ethanol (1 ml) were added to the solution, and the mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (35 mg, yield 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-cf5b3870ea904da6be1ecb9ad3438c28 |
| Source note | uspto-grants-2006_11 |