4-Chloro-8-(trifluoromethyl)quinoline → HCID 23331699, Verbindung

HRID 224591

Reaktionsgleichung

Reaktionsgleichung von HRID 224591
Cl[C:2]1[C:11]2[C:6](=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH2:16][C:17]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:18]=1[C:19]([O:21][CH3:22])=[O:20]>Cl>[F:13][C:12]([F:15])([F:14])[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:16][C:17]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:18]=1[C:19]([O:21][CH3:22])=[O:20]

Komponenten

4

Edukt 2

HCID 902624-Chloro-8-(trifluoromethyl)quinolineHCID 2783401Methyl 2-amino-5-fluorobenzoate

Produkt 1

HCID 23331699HCID 23331699, VerbindungAusbeute 44,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of 16 g of 4-chloro-8-trifluoromethylquinoline, 11.62 g of methyl 2-amino-5-fluoro-benzoate and 70 ml of 2 N hydrochloric acid solution was heated to reflux and was allowed to stand overnight at room temperature. The mixture was iced and filtered and the product was empasted with a little water and was vacuum filtered. The recovered crystals were dissolved in methanol and triethylamine was added to the resulting solution until the pH was alkaline. The mixture was iced and filtered and the product was dried to obtain 11.2 g of methyl 2-(8-trifluoromethyl-4-quinolinylamino)-5-fluoro-benzoate melting at 166° C.

Aufarbeitung

  1. temperatureto reflux
  2. filtrationfiltered
  3. filtrationfiltered
  4. dissolutionThe recovered crystals were dissolved in methanol
  5. additiontriethylamine was added to the resulting solution until the pH
  6. filtrationfiltered
  7. customthe product was dried

Quellen und Nachweise

ORD-Eintrag
ord-b82c9c6ff6c04d9e9c80a280606d3ff0
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04233305

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