HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzoyl chloride → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(4-fluorobenzoyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | 4-Fluorobenzoyl isothiocyanate | HCID 249089 | — |
| Reactant | 4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine | HCID 11426997 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Fluorobenzoyl isothiocyanate | HCID 249089 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-(4-fluorobenzoyl)thiourea | HCID 21890033 | 86% |
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-[(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 4-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 (68 mg, yield 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-d9739c61519f4a3b9d384417e563ab8f |
| Source note | uspto-grants-2006_11 |