HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2-methoxybenzoyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 2-Methoxybenzoyl chloride | HCID 88969 | — |
| Reactant | 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-chloroaniline | HCID 11221223 | — |
| Reactant | 2-Methoxybenzoyl isothiocyanate | HCID 14363160 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Methoxybenzoyl isothiocyanate | HCID 14363160 | — |
| Product | N-{2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2-methoxybenzoyl)thiourea | HCID 21889861 | 45% |
Reaction Steps
2-Methoxy-1-benzenecarbonyl isothiocyanate was prepared using commercially available 2-methoxy-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 2-Methoxy-1-benzenecarbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (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 (36 mg, yield 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-f1822c58785941378f14040c386d95ba |
| Source note | uspto-grants-2006_11 |