HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,5-Dichlorobenzoyl chloride → N-(3,5-Dichlorobenzoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,5-Dichlorobenzoyl chloride | HCID 76191 | — |
| Reactant | 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline | HCID 11301470 | — |
| Reactant | HCID 16774862 | HCID 16774862 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 16774862 | HCID 16774862 | — |
| Product | N-(3,5-Dichlorobenzoyl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}thiourea | HCID 21890174 | 64% |
Reaction Steps
3,5-Dichloro-1-benzenecarbonyl isothiocyanate was prepared using commercially available 3,5-dichloro-1-benzenecarbonyl chloride (80 mg) as a starting compound according to the description of the literature. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (50 mg) was dissolved in toluene (5 ml) and ethanol (1 ml) to prepare a solution. A solution of 3,5-dichloro-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 (51 mg, yield 64%). Mass spectrometry value (ESI-MS, m/z): 547 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-236d5357130043dfb98075366735471b |
| Source note | uspto-grants-2006_11 |