p-Toluenesulfonic acid monohydrate → HCID 136335902, Verbindung

HRID 2266447

Reaktionsgleichung

Reaktionsgleichung von HRID 2266447
[NH2:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([Cl:8])[CH:7]=1.[Cl:10][C:11]1[CH:24]=[CH:23][C:14]([CH2:15][CH:16]([C:20](=O)[CH3:21])[C:17](=O)[CH3:18])=[CH:13][CH:12]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.ClC1C=C(O)C=C2C=1C(C)=C(CC1C=CC(Cl)=CC=1)C(C)=N2>CO>[Cl:8][C:6]1[CH:5]=[C:4]([OH:9])[C:3]2[C:17]([CH3:18])=[C:16]([CH2:15][C:14]3[CH:13]=[CH:12][C:11]([Cl:10])=[CH:24][CH:23]=3)[C:20]([CH3:21])=[N:1][C:2]=2[CH:7]=1

Komponenten

6

Edukt 4

HCID 521998p-Toluenesulfonic acid monohydrateHCID 14888033-[(4-chlorophenyl)methyl]pentane-2,4-dioneHCID 199869473-Amino-5-chlorophenolHCID 136335922HCID 136335922, Verbindung

Produkt 1

HCID 136335902HCID 136335902, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A mixture of 3-amino-5-chlorophenol (0.46 g), 3-(4-chlorobenzyl)pentane-2,4-dione (0.72 g), and p-toluenesulfonic acid monohydrate (0.26 g) was heated at 160° C. for 2 hours. The mixture was cooled to room temperature, diluted with methanol (5.0 mL) and sonicated. The resulting precipitate was collected by filtration, washed with methanol and dried to afford a 50:50 mixture of title compound and 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol as an off-white solid, 0.67 g.

Aufarbeitung

  1. temperatureThe mixture was cooled to room temperature
  2. customsonicated
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with methanol
  5. customdried
  6. customto afford

Quellen und Nachweise

ORD-Eintrag
ord-2eda990c044447b0b2d27e0e8d3449e5
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858640B2

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