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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721830Generated: October 30, 2026

Toluene → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[10,11-dihydro-5H-dibenzo(b,f)-azepin-5-ylcarbonyl]thiourea

https://huagongshe.com/reaction/721830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant10,11-Dihydro-5H-dibenz[b,f]azepine-5-carbonyl chlorideHCID 118579—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
Reactant10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanateHCID 21891135—
SolventEthanolHCID 702—
ProductN-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-[10,11-dihydro-5H-dibenzo(b,f)-azepin-5-ylcarbonyl]thioureaHCID 2189074250%
Product10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-6683e5fb6a9d433dbddc23f503098464
Source noteuspto-grants-2006_11