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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721899Generated: October 30, 2026

1,3-Benzodioxole-5-carbonyl chloride → N-(1,3-Benzodioxol-5-ylcarbonyl)-N'-{3-chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}thiourea

https://huagongshe.com/reaction/721899

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxole-5-carbonyl chlorideHCID 2734749—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
ReactantHCID 21889895HCID 21889895—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 21889895HCID 21889895—
ProductN-(1,3-Benzodioxol-5-ylcarbonyl)-N'-{3-chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}thioureaHCID 5873894758%

Reaction Steps

1,3-Benzodioxole-5-carbonyl isothiocyanate was prepared using commercially available 1,3-benzodioxole-5-carbonyl 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 1,3-benzodioxole-5-carbonyl 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 (47 mg, yield 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-9cc17c0deb574556afb2f06bf213da12
Source noteuspto-grants-2006_11