Chloro-N,N-dimethylformiminium chloride → 4-Chloro-2-(ethylsulfanyl)pyrimidine-5-carbonitrile

HRID 2300824

Reaktionsgleichung

Reaktionsgleichung von HRID 2300824
[CH2:1]([S:3][C:4]1[N:9]=[C:8](O)[C:7]([C:11]#[N:12])=[CH:6][N:5]=1)[CH3:2].[Cl-].[Cl:14]C=[N+](C)C>O1CCOCC1>[CH2:1]([S:3][C:4]1[N:9]=[C:8]([Cl:14])[C:7]([C:11]#[N:12])=[CH:6][N:5]=1)[CH3:2]

Komponenten

4

Edukt 2

HCID 77311Chloro-N,N-dimethylformiminium chlorideHCID 178477341HCID 178477341, Verbindung

Produkt 1

HCID 183753954-Chloro-2-(ethylsulfanyl)pyrimidine-5-carbonitrileAusbeute 60,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of 2-ethylthio-4-hydroxy-5-cyanopyrimidine (196 mg, 1.08 mmol) in 1,4-dioxane (5 mL) was added (chloro-methylene)dimethylammonium chloride (550 mg, 4.32 mmol). The mixture was heated at 100° C. for 4 h, cooled, and the solvent was removed under reduced pressure. The crude material was purified by flash chromatography using 1:20 acetone:hexane system to yield 130 mg of the title compound. Mass spectrum 199.3 (EI, M+).

Aufarbeitung

  1. temperaturecooled
  2. customthe solvent was removed under reduced pressure
  3. customThe crude material was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-24b5f1748416463f96734d0ff44993bb
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06498165B1

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