Trifluoroacetyl chloride → HCID 22320519, Verbindung

HRID 433201

Reaktionsgleichung

Reaktionsgleichung von HRID 433201
[F:1][C:2]([F:7])([F:6])[C:3](Cl)=[O:4].[CH3:8][S:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=[CH:18][C:17]=1[NH2:26]>C1(C)C=CC=CC=1.N1C=CC=CC=1>[F:1][C:2]([F:7])([F:6])[C:3]([NH:26][C:17]1[CH:18]=[N:19][C:20]2[C:25]([C:16]=1[NH:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][S:9][CH3:8])=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:4]

Komponenten

5

Edukt 2

HCID 61106Trifluoroacetyl chlorideHCID 22320477HCID 22320477, Verbindung

Produkt 1

HCID 22320519HCID 22320519, VerbindungAusbeute 153,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

A cool solution of trifluoroacetyl chloride (3.5 g, 26.5 mmol) in toluene was slowly added to a solution of N4-[5-(methylthio)pentyl]quinoline-3,4-diamine (6 g, 23.1 mmol) in a mixture of toluene and pyridine. A heavy yellow precipitate formed. The reaction mixture was stirred over the weekend and then concentrated under reduced pressure to provide 13.2 g of crude 2,2,2-trifluoro-N-(4-{[5-(methylthio)pentyl]amino}quinolin-3-yl)acetamide.

Aufarbeitung

  1. customA heavy yellow precipitate formed
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-736730e5e5c7467bb84e812690593f2e
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667312B2

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