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

HRID 3221

Reaktionsgleichung

Reaktionsgleichung von HRID 3221
[CH2:1]([NH:3][C:4]1[C:9]([CH2:10][OH:11])=[CH:8][N:7]=[C:6]([S:12][CH3:13])[N:5]=1)[CH3:2]>C(Cl)(Cl)Cl.[O-2].[Mn+2]>[CH2:1]([NH:3][C:4]1[C:9]([CH:10]=[O:11])=[CH:8][N:7]=[C:6]([S:12][CH3:13])[N:5]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 10584149(4-(Ethylamino)-2-(methylthio)pyrimidin-5-yl)methanol

Produkt 1

HCID 107504444-(Ethylamino)-2-(methylthio)pyrimidine-5-carbaldehydeAusbeute 97,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 160959Manganese oxideKatalysator2×HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To 4-ethylamino-2-methylthio-5-pyrimidinemethanol (6.44 g, 32.4 mmol) in 600 mL of chloroform was added manganese oxide (21.0 g, 241 mmol) over 3 minutes. The suspension was stirred at room temperature for 2 hours, and an additional 5.5 g of manganese oxide was added. Stirring was continued for 4.5 hours. The mixture was then filtered through celite washing with chloroform. The filtrate was concentrated in vacuo to give 6.25 g (97%) of 4-ethylamino-2-methylthio-5-formylpyrimidine; mp 58°-61° C.

Aufarbeitung

  1. stirringStirring
  2. waitwas continued for 4.5 hours
  3. filtrationThe mixture was then filtered
  4. washthrough celite washing with chloroform
  5. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0f80dab124bd4936956f14f0363292fa
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733914

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