Reaktion #63967

Reaktionsgleichung

4-(4-chlorophenoxy)aniline

trichloromethylchloroformate

3-(4-chlorophenyl)-4-phenylpyrazoline

→

3-(4-chlorophenyl)-N-[4-(4-chlorophenoxy)phenyl]-4-phenylpyrazoline-1-carboxamide

Ausbeute 53.9%

Lösungsmittel

diethyl ether

toluene

toluene

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter complete addition
2. 2
   TemperaturThis mixture was cooled to room temperature
3. 3
   Sonstigethe solvent evaporated under reduced pressure
4. 4
   Sonstigeto leave a residue
5. 5
   SonstigeThe solvent was evaporated from the mixture

Vorschrift

To a stirred solution of 0.75 g (0.0034 mole) 4-(4-chlorophenoxy)aniline in 25 mL of toluene was added dropwise a solution of 0.43 mL (0.0036 mole) trichloromethylchloroformate in 20 mL of toluene. After complete addition, the mixture was heated at 85° C. for three hours. This mixture was cooled to room temperature and the solvent evaporated under reduced pressure to leave a residue. The residue was dissolved in 25 mL of diethyl ether. This solution was added dropwise to a stirred slurry of 1.0 g (0.0034 mole) of 3-(4-chlorophenyl)-4-phenylpyrazoline in diethyl ether. Three drops of triethylamine were added and the mixture was stirred at room temperature for two days. The solvent was evaporated from the mixture to yield 0.92 g of 3-(4-chlorophenyl)-N-[4-(4-chlorophenoxy)phenyl]-4-phenylpyrazoline-1-carboxamide (mp 158°-161° C.).

Quelle