Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 721792Erstellt: 24. Oktober 2026

2,4-Dimethylbenzoic acid → N-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2,4-dimethylbenzoyl)thiourea

https://huagongshe.com/de/reaction/721792

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,4-Dimethylbenzoic acidHCID 11897—
EduktThionyl ChlorideHCID 24386—
Edukt2,4-Dimethylbenzoyl chlorideHCID 140867—
Edukt3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]anilineHCID 11739027—
Edukt2,4-Dimethyl-1-benzenecarbonyl isothiocyanateHCID 16778121—
LösungsmittelEthanolHCID 702—
LösungsmittelTolueneHCID 1140—
ProduktN-{3-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}-N'-(2,4-dimethylbenzoyl)thioureaHCID 2189075797%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Toluene (20 ml) and thionyl chloride (1 ml) were added to commercially available 2,4-dimethylbenzoic acid (80 mg), and the mixture was heated at 100° C. for one hr. The solvent was removed by distillation, and 2,4-dimethyl-1-benzenecarbonyl isothiocyanate was prepared using the resultant 2,4-dimethyl-1-benzenecarbonyl chloride as a starting compound according to the description of the literature. 2,4-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 (75 mg, yield 97%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07135466B2
Quelldatensatzuspto-grants-2006_11
ORD IDord-85e1fbc15754446e9f612df0588f832b
Quellennotizuspto-grants-2006_11