HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-Cyclohexylcarbonyl-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Reactant | Cyclohexanecarbonyl isothiocyanate | HCID 6993632 | — |
| Reactant | 4-((6,7-Dimethoxy-4-quinazolinyl)oxy]-2-fluoroaniline | HCID 21890274 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Cyclohexanecarbonyl isothiocyanate | HCID 6993632 | — |
| Product | N-Cyclohexylcarbonyl-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}thiourea | HCID 21890745 | 61% |
Reaction Steps
1-Cyclohexanecarbonyl isothiocyanate was prepared using commercially available 1-cyclohexanecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 1-Cyclohexanecarbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-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 (47 mg, yield 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9781b67ecb414ece895f7491de4e1a10 |
| Source note | uspto-grants-2006_11 |