HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-(4-Chlorobutanoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | 4-Chlorobutanoyl isothiocyanate | HCID 21890648 | — |
| Reactant | 4-((6,7-Dimethoxyquinazolin-4-yl)oxy)-3-fluoroaniline | HCID 21891219 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-(4-Chlorobutanoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}thiourea | HCID 21890524 | 54% |
| Product | 4-Chlorobutanoyl isothiocyanate | HCID 21890648 | — |
Reaction Steps
4-Chlorobutanoyl isothiocyanate was prepared using commercially available 4-chlorobutanoyl chloride (80 mg) as a starting compound according to the description of the literature. 4-Chlorobutanoyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 4-[(6,7-Dimethoxy-4-quinazolinyl)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 (41 mg, yield 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-9892f3572dc04bbfb70b58a4b85eb9a9 |
| Source note | uspto-grants-2006_11 |