1,4-Dioxane → Ethyl 4-formyl-2-(methylthio)pyrimidine-5-carboxylate

HRID 2402959

Reaktionsgleichung

Reaktionsgleichung von HRID 2402959
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]([S:13][CH3:14])[N:3]=1.[O:15]1CCOCC1>>[CH:1]([C:2]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][N:5]=[C:4]([S:13][CH3:14])[N:3]=1)=[O:15]

Komponenten

3

Edukt 2

HCID 312751,4-DioxaneHCID 188208Ethyl-2-methylthio-4-methyl-5-pyrimidine carboxylate

Produkt 1

HCID 86676023Ethyl 4-formyl-2-(methylthio)pyrimidine-5-carboxylate

Versuchsvorschrift

A solution of ethyl 4-methyl-2-(methylthio)pyrimidine-5-carboxylate in dioxane (330 mg, 1.56 mmol) was treated with SeO2 (220 mg, 2.0 mmol) at 100° C. for 3 days. After cooling, the reaction mixture was concentrated and the residue was purified by flash chromatography (20% ethyl acetate in hexane) to provide the title compound. MS (DCI/NH3) m/z 227 (M+H)+.

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated
  3. customthe residue was purified by flash chromatography (20% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-1de5630cbcd641a2b711f9f37af559a0
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08796289B2

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