4-(4-Chlorophenoxy)aniline → HCID 70408543, Verbindung

HRID 35689

Reaktionsgleichung

[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl[C:17]([O:20]C(Cl)=O)(Cl)Cl.[Cl:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]2[NH:32][NH:33][CH2:34][C:35]=2[C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[CH:27][CH:26]=1>C1(C)C=CC=CC=1.C(OCC)C.C(N(CC)CC)C>[Cl:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[NH:32][N:33]([C:17]([NH:11][C:10]3[CH:12]=[CH:13][C:7]([O:6][C:5]4[CH:14]=[CH:15][C:2]([Cl:1])=[CH:3][CH:4]=4)=[CH:8][CH:9]=3)=[O:20])[CH2:34][C:35]=2[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[CH:29][CH:30]=1

Komponenten

Reaktionsbedingungen

Temperatur: 85 °C

Versuchsvorschrift

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.).

Aufarbeitung

additionAfter complete addition
temperatureThis mixture was cooled to room temperature
customthe solvent evaporated under reduced pressure
customto leave a residue
customThe solvent was evaporated from the mixture

Quellen und Nachweise

ORD-Eintrag: ord-0c0d0a5e79614c0a9f11be0474df246f
Quelldatensatz: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04767779

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