HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-[3-(methylsulfanyl)propanoyl]thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-(Methylthio)propionyl Chloride | HCID 12921440 | — |
| Reactant | 3-(Methylsulfanyl)propanoyl isothiocyanate | HCID 21890090 | — |
| Reactant | 4-((6,7-Dimethoxyquinazolin-4-yl)oxy)-3-fluoroaniline | HCID 21891219 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-(Methylsulfanyl)propanoyl isothiocyanate | HCID 21890090 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N'-[3-(methylsulfanyl)propanoyl]thiourea | HCID 21890101 | 50% |
Reaction Steps
3-(Methylsulfanyl)propanoyl isothiocyanate was prepared using commercially available 3-(methylsulfanyl)propanoyl chloride (80 mg) as a starting compound according to the description of the literature. 3-(Methylsulfanyl)propanoyl 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 (38 mg, yield 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-d1d6d562776d4c71b8a8a1aba787036b |
| Source note | uspto-grants-2006_11 |