Ammonium Hydroxide → 4-Quinolinamine, 8-fluoro-N-[2-(2-naphthalenyl)ethyl]-

HRID 487125

Reaktionsgleichung

Reaktionsgleichung von HRID 487125
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23][CH2:24][NH2:25].[OH-].[NH4+]>O>[F:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[CH:4][CH:3]=[C:2]2[NH:25][CH2:24][CH2:23][C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:13]=1

Komponenten

5

Edukt 3

HCID 14923Ammonium HydroxideHCID 27365874-Chloro-8-fluoroquinolineHCID 37843782-(2-Naphthyl)ethyl-amine

Produkt 1

HCID 1641824-Quinolinamine, 8-fluoro-N-[2-(2-naphthalenyl)ethyl]-Ausbeute 41,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2.0 g of 4-chloro-8-fluoroquinoline and 3.8 g of 2-(2-naphthyl)ethyl amine was heated under nitrogen to 160°-165° C. for one hour. Then 200 mL of a 50:50 mixture of ammonium hydroxide in water was added. The product was extracted from the mixture into CH2Cl2, which was then concentrated to dryness. The residue was recrystallized from pentane/ethyl acetate to give 1.4 g of the title product. Yield 41.2%. M.P. 173°-174° C.

Aufarbeitung

  1. temperaturewas heated under nitrogen to 160°-165° C. for one hour
  2. additionwas added
  3. extractionThe product was extracted from the mixture into CH2Cl2, which
  4. concentrationwas then concentrated to dryness
  5. customThe residue was recrystallized from pentane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-d8b4fa2d8fff4f86a05204c132ef765e
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05294622

Verknüpfte Notizen

Wird geladen…