Chloroacetyl chloride → 5-(Chloroacetyl)-8-hydroxy-2(1H)-quinolinone

HRID 1649008Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649008
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH:8]=[CH:7]2.[Cl:13][CH2:14][C:15](Cl)=[O:16].[Cl-].[Al+3].[Cl-].[Cl-].[N+](C1C=CC=CC=1)([O-])=O>Cl>[Cl:13][CH2:14][C:15]([C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[C:11]2[C:6]=1[CH:7]=[CH:8][C:9](=[O:12])[NH:10]2)=[O:16]

Komponenten

6

Edukt 4

HCID 6577Chloroacetyl chlorideHCID 7416NitrobenzeneHCID 972508-hydroxyquinolin-2(1H)-oneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 132602995-(Chloroacetyl)-8-hydroxy-2(1H)-quinolinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 8-hydroxycarbostyril (27 g) and chloroacetyl chloride (37 ml) in ntirobenzene (250 ml) was added aluminum chloride (85 g) portionwise and the mixture was stirred at 70° C. for 20 hours. After adding 10% hydrochloric acid (500 ml), nitrobenzene was removed by steam distillation. After cooling, crystals which formed were collected by filtration, washed with 300 ml of hot water and recrystallized from methanol to give 4.0 g of 5-chloroacetyl-8-hydroxycarbostyril.

Aufarbeitung

  1. customwas removed by steam distillation
  2. temperatureAfter cooling
  3. customcrystals which formed
  4. filtrationwere collected by filtration
  5. washwashed with 300 ml of hot water
  6. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-9044843f8cda477f8220d25a01ba982a
Quelldatensatz
uspto-grants-1983_11
Patentnummer
US04414390

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