HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Chloromethyl)benzoyl chloride → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[4-(chloromethyl)benzoyl]thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Chloromethyl)benzoyl chloride | HCID 70136 | — |
| Reactant | 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline | HCID 11739027 | — |
| Reactant | HCID 21890761 | HCID 21890761 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21890761 | HCID 21890761 | — |
| Product | N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[4-(chloromethyl)benzoyl]thiourea | HCID 58738962 | 63% |
Reaction Steps
4-(Chloromethyl)-1-benzenecarbonyl isothiocyanate was prepared using commercially available 4-(chloromethyl)-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 4-(chloromethyl)-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 (52 mg, yield 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-b8a77162d000478eb664c833b3785f0b |
| Source note | uspto-grants-2006_11 |