4-Chloroquinoline → 681828-34-2

HRID 1352504Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1352504
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH:12]1([NH2:15])[CH2:14][CH2:13]1>[OH-].[Na+]>[CH:12]1([NH:15][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)[CH2:14][CH2:13]1

Komponenten

4

Edukt 2

HCID 691404-ChloroquinolineHCID 69828Cyclopropylamine

Produkt 1

HCID 22935736681828-34-2Ausbeute 42,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
180 °C

Versuchsvorschrift

A mixture of 4-chloroquinoline (13.9 g) and cyclopropyl amine (9.7 g) was heated at 180° C. under stirring for 16 hours. After cooling, a solution of sodium hydroxide 1N (200 ml) was added. After extraction with dichloromethane (200 ml), the organic layer was separated and dried over sodium sulfate. The solvent was removed under reduce pressure to afford an oil, which was crystallized in acetonitrile (50 ml). Cyclopropyl-quinolin-4-yl-amine (6.6 g; 42% yield) was obtained after filtration.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionAfter extraction with dichloromethane (200 ml)
  3. customthe organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed
  6. customto afford an oil, which
  7. customwas crystallized in acetonitrile (50 ml)

Quellen und Nachweise

ORD-Eintrag
ord-101b4c391dc143f3a370737c41a1a6b8
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07220760B2

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