4-Chlorophenyl Isocyanate → N-(4-chlorophenyl)-N'-[4-(2-chlorophenyl)-1,2-dihydro-1,6,7-trimethyl-2-oxo-3-quinolyl]urea

HRID 1588731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1588731
[NH2:1][C:2]1[C:3](=[O:22])[N:4]([CH3:21])[C:5]2[C:10]([C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])=[CH:9][C:8]([CH3:19])=[C:7]([CH3:20])[CH:6]=2.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][CH:25]=1>C1C=CC=CC=1>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([NH:30][C:31]([NH:1][C:2]2[C:3](=[O:22])[N:4]([CH3:21])[C:5]3[C:10]([C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])=[CH:9][C:8]([CH3:19])=[C:7]([CH3:20])[CH:6]=3)=[O:32])=[CH:26][CH:25]=1

Komponenten

4

Edukt 2

HCID 76934-Chlorophenyl IsocyanateHCID 197544703-amino-4-(2-chlorophenyl)-1,6,7-trimethyl-2(1H)-quinolone

Produkt 1

HCID 54113676N-(4-chlorophenyl)-N'-[4-(2-chlorophenyl)-1,2-dihydro-1,6,7-trimethyl-2-oxo-3-quinolyl]ureaAusbeute 80,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of 3-amino-4-(2-chlorophenyl)-1,6,7-tri-methyl-2(1H)-quinolone (156 mg), 4-chlorophenyl isocyanate (115 mg) and benzene (4 ml) was refluxed for 1.5 hours and then distilled to remove the solvent. The remaining crystals as collected by filtration were washed with isopropyl ether to obtain N-(4-chlorophenyl)-N'-[4-(2-chlorophenyl) -1,2-dihydro-1,6,7-trimethyl-2-oxo-3-quinolyl]urea (188 mg, 80.7%). Recrystallization from acetone - hexane gave colorless needles. mp 207°-209° C.

Aufarbeitung

  1. temperaturewas refluxed for 1.5 hours
  2. distillationdistilled
  3. customto remove the solvent
  4. filtrationThe remaining crystals as collected by filtration
  5. washwere washed with isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-4e2d530742674a908b1adf5ecaaab02d
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05223513

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