Hydrochloric Acid → (6,8-Dichloro-2,4-dihydroxyquinolin-3-yl)(phenyl)methanone

HRID 370469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 370469
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[N+](C1C=CC=CC=1)([O-])=O.[Cl:23][C:24]1[CH:25]=[C:26]2[C:31](=[C:32]([Cl:34])[CH:33]=1)[NH:30][C:29](=[O:35])[CH:28]=[C:27]2[OH:36].Cl>O>[C:1]([C:28]1[C:29](=[O:35])[NH:30][C:31]2[C:26]([C:27]=1[OH:36])=[CH:25][C:24]([Cl:23])=[CH:33][C:32]=2[Cl:34])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 7416NitrobenzeneHCID 6451240Aluminum(III) ChlorideHCID 546956806,8-Dichloro-4-hydroxy-2-quinolone

Produkt 1

HCID 135687075(6,8-Dichloro-2,4-dihydroxyquinolin-3-yl)(phenyl)methanoneAusbeute 65,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Benzoyl chloride (0.93 gram) is added to a mixture of 1.5 grams of anhydrous aluminum chloride and 10 ml of nitrobenzene, the mixture is stirred at room temperature until it becomes uniform, stirred at 105° to 110° C. for eight hours with 1.26 grams of 6,8-dichloro-4-hydroxy-2-quinolone, decomposed with concentrated hydrochloric acid, small amount of water is added thereto, and crystals separated out therefrom are collected by filtration. The crystals are washed with water and then washed with methanol and ether to give 1.2 grams of 3-benzoyl-6,8-dichloro-4-hydroxy-2-quinolone, pale yellow powder, melting point 258° to 259° C.

Aufarbeitung

  1. additionis added
  2. customcrystals separated
  3. filtrationout therefrom are collected by filtration
  4. washThe crystals are washed with water
  5. washwashed with methanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-e958c3d4a36345979d15fb506dabea24
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04526894

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