(4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol → 4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

HRID 875969

Reaktionsgleichung

Reaktionsgleichung von HRID 875969
[Cl:1][C:2]1[C:7]([CH2:8][OH:9])=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[C:7]([CH:8]=[O:9])=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1

Komponenten

4

Edukt 1

HCID 59419388(4-Chloro-2-(methylthio)pyrimidin-5-yl)methanol

Produkt 1

HCID 594193864-Chloro-2-(methylsulfanyl)pyrimidine-5-carbaldehydeAusbeute 82,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

Manganese(IV) oxide, <5 micron, activated (38.1 g, 439 mmol) was added to a solution of compound 223 (16.73 g, 87.8 mmol) in chloroform (800 mL). The reaction was stirred overnight, filtered through Celite, and the filtrate was concentrated in vacuo to yield compound 224 (13.7 g, 82.8% yield). 1H NMR (500 MHz, CDCl3) δ 10.31 (s, 1 H) 8.88 (s, 1 H) 2.65 (s, 2 H) ppm.

Aufarbeitung

  1. filtrationfiltered through Celite
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9062d7f97d35471c88edfc07bb16b9d5
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08980903B2

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