HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-[(2-phenylcyclopropyl)carbonyl]thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Cyclopropanecarbonyl chloride, 2-phenyl- | HCID 523092 | — |
| Reactant | 4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine | HCID 11426997 | — |
| Reactant | 2-Phenyl-1-cyclopropanecarbonyl isothiocyanate | HCID 21890726 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Phenyl-1-cyclopropanecarbonyl isothiocyanate | HCID 21890726 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-[(2-phenylcyclopropyl)carbonyl]thiourea | HCID 72407262 | 62% |
Reaction Steps
2-Phenyl-1-cyclopropanecarbonyl isothiocyanate was prepared using commercially available 2-phenyl-1-cyclopropanecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 2-Phenyl-1-cyclopropanecarbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluoroaniline (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 (51 mg, yield 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-c44fc764da2d48448d50bdf550a0d1b9 |
| Source note | uspto-grants-2006_11 |