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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721823Generated: October 30, 2026

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

https://huagongshe.com/reaction/721823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant10,11-Dihydro-5H-dibenz[b,f]azepine-5-carbonyl chlorideHCID 118579—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 11426997—
Reactant10,11-Dihydro-5H-dibenzo(b,f)azepine-5-carbonyl isothiocyanateHCID 21891135—
SolventEthanolHCID 702—
ProductN-[10,11-Dihydro-5H-dibenzo(b,f)azepin-5-ylcarbonyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}thioureaHCID 2189079165%
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)azepine-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. 4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluoroaniline (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 (61 mg, yield 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-77df02d54ca746f28e50f7282c74d71a
Source noteuspto-grants-2006_11