Reaktion #808986

Reaktionsgleichung

thionyl chloride

3-phenylpropanoic acid

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluoroaniline

3-Phenylpropanoyl isothiocyanate

3-phenylpropanoyl chloride

→

title compound

Ausbeute 71.0%

N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-fluorophenyl}-N′-(3-phenylpropanoyl)thiourea

Ausbeute 71.0%

Lösungsmittel

Toluene

ethanol

toluene

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed by distillation, and 3-phenylpropanoyl isothiocyanate
2. 2
   Sonstigewas prepared
3. 3
   Sonstigeto prepare a solution
4. 4
   EinengenThe reaction solution was concentrated
5. 5
   Sonstigethe residue was purified by chromatography on silica gel

Vorschrift

Toluene (20 ml) and thionyl chloride (1 ml) were added to commercially available 3-phenylpropanoic acid (80 mg), and the mixture was heated at 100° C. for one hr. The solvent was removed by distillation, and 3-phenylpropanoyl isothiocyanate was prepared using the resultant 3-phenylpropanoyl chloride as a starting compound according to the description of the literature. 3-Phenylpropanoyl 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 (57 mg, yield 71%).

Quelle