Potassium Carbonate → 2-(4-Nitrophenylthio)quinoline

HRID 55094

Reaktionsgleichung

Reaktionsgleichung von HRID 55094
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1)([O-:14])=[O:13].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([S:21][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)=[CH:17][CH:16]=1)([O-:14])=[O:13]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 119282-ChloroquinolineHCID 158094-Nitrobenzenethiol

Produkt 1

HCID 189716432-(4-Nitrophenylthio)quinolineAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-Chloroquinoline (0.12 moles, 20.0 g), 4-nitrothiophenol (0.13 moles, 20.8 g), and potassium carbonate (0.13 moles, 18.5 g) were dissolved in 800 ml ethanol and stirred at room temperature for 1.5 hr. The mixture was filtered and the solid washed with ethanol. The solid was dissolved with ethyl acetate, washed with water, dried over sodium sulfate and concentrated to yield 2-(4-nitrophenylthio)quinoline 26.0 g, 77%. Mass Spec (FD) 282. Calculated for C15H10N2O2S: C, 63.82, H 3.57; N, 9.92. Found: C, 63.55, H 3.59; N, 9.71.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. washthe solid washed with ethanol
  3. dissolutionThe solid was dissolved with ethyl acetate
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7b51c3400761410e99d3cccc7aceea58
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624937

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