3-Nitrophenyl isocyanate → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-(3-nitrophenyl)urea

HRID 1857173

Reaktionsgleichung

Reaktionsgleichung von HRID 1857173
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.[N+:23]([C:26]1[CH:27]=[C:28]([N:32]=[C:33]=[O:34])[CH:29]=[CH:30][CH:31]=1)([O-:25])=[O:24]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:17]=[CH:18][C:19]([NH:22][C:33]([NH:32][C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([N+:23]([O-:25])=[O:24])[CH:27]=2)=[O:34])=[CH:20][CH:21]=1

Komponenten

4

Edukt 2

HCID 768353-Nitrophenyl isocyanateHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

Produkt 1

HCID 11259708N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-(3-nitrophenyl)ureaAusbeute 34,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (83 mg) was dissolved in toluene (6 ml) with heat, 3-nitrophenyl isocyanate (384 mg) was added, and the admixture was refluxed with heat for 40 minutes. The resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 44 mg of the title compound (yield: 34%).

Aufarbeitung

  1. temperaturewith heat
  2. temperaturethe admixture was refluxed
  3. temperaturewith heat for 40 minutes
  4. customThe resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1)

Quellen und Nachweise

ORD-Eintrag
ord-868e6be7482c4d589574d2c93ceda11a
Quelldatensatz
uspto-grants-2000_11
Patentnummer
US06143764

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