2-(4-chlorophenylsulfanyl)-3-oxobutyric Acid Methyl Ester → [8-chloro-3-(4-chlorophenylsulfanyl)-2-methyl-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl Ester

HRID 2266472Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2266472
[CH3:1][O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]([NH2:13])[CH:7]=1.C[O:16][C:17](=O)[CH:18]([S:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][CH:24]=1)[C:19](=O)[CH3:20]>O1CCOCC1>[CH3:1][O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[C:8]2[C:7]=1[C:17](=[O:16])[C:18]([S:22][C:23]1[CH:24]=[CH:25][C:26]([Cl:29])=[CH:27][CH:28]=1)=[C:19]([CH3:20])[NH:13]2

Komponenten

4

Edukt 2

HCID 125614692-(4-chlorophenylsulfanyl)-3-oxobutyric Acid Methyl EsterHCID 66717604HCID 66717604, Verbindung

Produkt 1

HCID 68783252[8-chloro-3-(4-chlorophenylsulfanyl)-2-methyl-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic Acid Methyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of (3-amino-4-chlorophenoxy)acetic acid methyl ester (2.1 g), 2-(4-chlorophenylsulfanyl)-3-oxobutyric acid methyl ester (2.5 g), polyphosphoric acid (10 g) and dioxane (30 mL) was heated at 130° C. for 2 days. The mixture was cooled to room temperature and the solvent removed under reduced pressure. The residue was diluted with water and the resulting precipitate collected by filtration, washed with water and dichloromethane and dried to afford title compound, 1.6 g.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. customthe solvent removed under reduced pressure
  3. additionThe residue was diluted with water
  4. filtrationthe resulting precipitate collected by filtration
  5. washwashed with water and dichloromethane
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-753ce97bf4604866b564cc16b7da5d21
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858640B2

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