Potassium Fluoride → HCID 89781940, Verbindung

HRID 1055954

Reaktionsgleichung

Reaktionsgleichung von HRID 1055954
[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[C:5](Cl)[C:6]([CH3:12])=[N:7]2.[F-:14].[K+]>CS(C)=O>[Br:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[N:4]=[C:5]([F:14])[C:6]([CH3:12])=[N:7]2

Komponenten

4

Edukt 2

HCID 522689Potassium FluorideHCID 894288875-Bromo-3-chloro-2-methylquinoxaline

Produkt 1

HCID 89781940HCID 89781940, VerbindungAusbeute 105 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A 1-L, three-necked round-bottomed flask equipped with a mechanical stirrer, a nitrogen gas inlet, and a temperature probe was charged 5-bromo-3-chloro-2-methylquinoxaline (21.5 g, 83 mmol), DMSO (215 mL) and KF (4.85 mL, 209 mmol), and the resulting mixture was heated at 90° C. for 2.5 h. The mixture was cooled to RT and ice/water (430 mL) was added. The precipitated solid was collected by vacuum filtration and then washed with water (100 mL) and dried in vacuo to afford 5-bromo-3-fluoro-2-methylquinoxaline (126f; 21 g) as a brown solid, which was used without further purification in the subsequent step: 1H NMR (400 MHz, CDCl3) δ ppm 8.03 (1H, d, J=2.2 Hz), 8.01 (1H, d, J=1.2 Hz), 7.59 (1H, t, J=7.9 Hz), 2.79 (3H, d, J=1.4 Hz). 19F NMR (377 MHz, CDCl3) δ ppm −70.61 (1F, br. s.). m/z (ESI, +ve) 240.9 (M+H)+.

Aufarbeitung

  1. temperatureThe mixture was cooled to RT
  2. filtrationThe precipitated solid was collected by vacuum filtration
  3. washwashed with water (100 mL)
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-92895f95a9e34be6a4c8aaba9d25089c
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394297B2

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