HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Anisoyl chloride → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(3-methoxybenzoyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Anisoyl chloride | HCID 74374 | — |
| Reactant | 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline | HCID 11739027 | — |
| Reactant | 3-Methoxybenzoyl isothiocyanate | HCID 15209736 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-Methoxybenzoyl isothiocyanate | HCID 15209736 | — |
| Product | N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(3-methoxybenzoyl)thiourea | HCID 21890623 | 82% |
Reaction Steps
3-Methoxy-1-benzenecarbonyl isothiocyanate was prepared using commercially available 3-methoxy-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 3-methoxy-1-benzenecarbonyl isothiocyanate in ethanol (1 ml) was then 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 (65 mg, yield 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-f81970fb40074543a5e6604008fbe84d |
| Source note | uspto-grants-2006_11 |