Water → 4-Methylthio-6-phenylpyrimidine

HRID 1166155

Reaktionsgleichung

Reaktionsgleichung von HRID 1166155
[CH3:1][S-:2].[Na+].Cl[C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]=[CH:7][N:6]=1.O>CN(C=O)C>[CH3:1][S:2][C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]=[CH:7][N:6]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 5934294-Chloro-6-phenylpyrimidineHCID 4378561Sodium methanethiolate

Produkt 1

HCID 168055984-Methylthio-6-phenylpyrimidineAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a suspension of sodium methanethiolate (0.88 g) in dry DMF (15 ml) at 0° C. was added dropwise over 20 minutes a solution of 4-chloro-6-phenylpyrimidine (2.18 g) in dry DMF (25 ml). Ater stirring for a further 15 minutes, the temperature was allowed to rise to room temperature. After 2 hours the reaction mixture was poured into water and extracted with ether (×3). The combined ether extracts were washed with water (×2), dried, filtered and evaporated to give 4-methylthio-6-phenylpyrimidine (2.16 g, 87% pure by GC analysis) as a yellow liquid which was used directly in the next stage.

Aufarbeitung

  1. customto rise to room temperature
  2. extractionextracted with ether (×3)
  3. washThe combined ether extracts were washed with water (×2)
  4. customdried
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-a25a26f4e3bc4bd4af53b8a08e7ce0d8
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06613773B2

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