HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluorobenzoyl chloride → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(3-fluorobenzoyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluorobenzoyl chloride | HCID 74376 | — |
| Reactant | 4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine | HCID 11426997 | — |
| Reactant | 3-Fluorobenzoyl isothiocyanate | HCID 14984172 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Fluorobenzoyl isothiocyanate | HCID 14984172 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(3-fluorobenzoyl)thiourea | HCID 21890202 | 83% |
Reaction Steps
3-Fluoro-1-benzenecarbonyl isothiocyanate was prepared using commercially available 3-fluoro-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluoroaniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 3-fluoro-1-benzenecarbonyl isothiocyanate in ethanol (1 ml) was then 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 (65 mg, yield 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-d554143834874e8f8f66b690100c809f |
| Source note | uspto-grants-2006_11 |