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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721826Generated: October 30, 2026

Toluene → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-{[(diisopropylamino)carbonyl]amino}methanethioamide

https://huagongshe.com/reaction/721826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDiisopropylcarbamoyl chlorideHCID 87890—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
Reactant(Diisopropylamino)methanoyl isothiocyanateHCID 13441033—
SolventEthanolHCID 702—
Product(Diisopropylamino)methanoyl isothiocyanateHCID 13441033—
ProductN-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-{[(diisopropylamino)carbonyl]amino}methanethioamideHCID 2189117463%

Reaction Steps

(Diisopropylamino)methanoyl isothiocyanate was prepared using commercially available N,N-diisopropylcarbamic chloride (80 mg) as a starting compound according to the description of the literature. (Diisopropylamino)methanoyl 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 (49 mg, yield 63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-0d4a9d593f4c492587678e8021b43d54
Source noteuspto-grants-2006_11