HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[10,11-dihydro-5H-dibenzo(b,f)-azepin-5-ylcarbonyl]thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 10,11-Dihydro-5H-dibenz[b,f]azepine-5-carbonyl chloride | HCID 118579 | — |
| Reactant | 3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline | HCID 11739027 | — |
| Reactant | 10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanate | HCID 21891135 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[10,11-dihydro-5H-dibenzo(b,f)-azepin-5-ylcarbonyl]thiourea | HCID 21890742 | 50% |
| Product | 10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanate | HCID 21891135 | — |
Reaction Steps
10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanate was prepared using commercially available 10,11-dihydro-5H-dibenzo(b,f)azepin-5-carbonyl chloride (80 mg) as a starting compound according to the description of the literature. 10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanate was dissolved in ethanol (1 ml) to prepare a solution. 3-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 (46 mg, yield 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-6683e5fb6a9d433dbddc23f503098464 |
| Source note | uspto-grants-2006_11 |