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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721794Generated: October 30, 2026

2,3-Dimethylbenzoic acid → HCID 21890373, compound

https://huagongshe.com/reaction/721794

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dimethylbenzoic acidHCID 11782—
ReactantThionyl ChlorideHCID 24386—
Reactant2,3-Dimethylbenzoyl chlorideHCID 2800899—
Reactant3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
ReactantHCID 21890261HCID 21890261—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 21890373HCID 2189037396%

Reaction Conditions

Temperature100 °C

Reaction Steps

Toluene (20 ml) and thionyl chloride (1 ml) were added to commercially available 2,3-dimethylbenzoic acid (80 mg), and the mixture was heated at 100° C. for one hr. The solvent was removed by distillation, and 2,3-dimethyl-1-benzenecarbonyl isothiocyanate was prepared using the resultant 2,3-dimethyl-1-benzenecarbonyl chloride as a starting compound according to the description of the literature. 2,3-Dimethyl-1-benzenecarbonyl 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 (76 mg, yield 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-f16bd56acde54f34863d6da6cd8b0c2d
Source noteuspto-grants-2006_11