4-Chloro-2-methylthiopyrimidine → 4-Fluoro-2-(methylsulfanyl)pyrimidine

HRID 2116570

Reaktionsgleichung

Reaktionsgleichung von HRID 2116570
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1.[F-:10].[K+]>COCCOCCOCCOCCOC.C1OCCOCCOCCOCCOCCOC1>[F:10][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1

Komponenten

5

Edukt 2

HCID 971134-Chloro-2-methylthiopyrimidineHCID 522689Potassium Fluoride

Produkt 1

HCID 102612444-Fluoro-2-(methylsulfanyl)pyrimidineAusbeute 63,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2855718-Crown-6KatalysatorHCID 8925TetraglymeLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To a solution of 35.7 g (0.22 mol) of 4-chloro-2-methylthiopyrimidine (Aldrich Chemical Co., Milwaukee, Wis., USA) in 135 mL of tetraglyme was added 18-crown-6 (1.33 g) and potassium fluoride (Anhydrous, Aldrich Chemical Co., Milwaukee, Wis., USA, 80 g). The mixture was heated at 150° C. with stirring for 16 hours. The mixture was then cooled and distilled under reduced pressure to give 20 g (62%) of 4-fluoro-2-methylthiopyrimidine as a liquid.

Aufarbeitung

  1. temperatureThe mixture was then cooled
  2. distillationdistilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ab09a893db624d60b2185d6770ccf7d4
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07439247B2

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