4-Methylquinoline → HCID 18681464, Verbindung

HRID 1699598Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1699598
CC1C=CC(S([O-])(=O)=O)=CC=1.CN1C2C(S/C/1=[CH:22]\[C:23]1[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N+:26]([CH3:33])=[CH:25][CH:24]=1)=CC=CC=2.[Br:34]C[CH2:36][CH2:37][CH2:38][C:39]([OH:41])=[O:40].N1C2C(=CC=CC=2)C(C)=CC=1>O1CCOCC1>[Br-:34].[C:39]([CH2:38][CH2:37][CH2:36][CH2:33][NH+:26]1[C:27]2[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:23]([CH3:22])[CH:24]=[CH:25]1)([OH:41])=[O:40]

Komponenten

5

Edukt 3

HCID 102854-MethylquinolineHCID 163685-Bromovaleric acidHCID 6438345Thiazole orange

Produkt 1

HCID 18681464HCID 18681464, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The synthesis of the carboxylic acid derivative of thiazole orange was adapted from published procedures, L. G. S. Brooker, et al., J. Am. Chem. Soc. 64:199-210 (1942); H. S. Rye, et al., Nucl. Acids Res. 20:2803-2812 (1992). 5.7 g (32 mmol) of 5-bromovaleric acid and 1.5 mL (11 mmol) of lepidine were refluxed in 30 mL of distilled dioxane under nitrogen overnight. The reaction mixture was allowed to cool to room temperature and filtered. The precipitate was washed twice with 10 mL of dioxane followed by 50 mL of petroleum ether to yield 2.6 g (70%) of pure 1-(4-Carboxybutyl)-4 -methyl-1,4-dihydro-quinolinium bromide.

Aufarbeitung

  1. filtrationfiltered
  2. washThe precipitate was washed twice with 10 mL of dioxane

Quellen und Nachweise

ORD-Eintrag
ord-7efd199e35314598b888069d4ce7cbb9
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06348317B1

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