Thiophenol → 2-Chloro-4-(phenylthio)pyrimidine

HRID 81704

Reaktionsgleichung

Reaktionsgleichung von HRID 81704
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[Na].[C:10]1([SH:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([S:16][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:4][N:3]=1

Komponenten

6

Edukt 3

HCID 7969ThiophenolHCID 775312,4-DichloropyrimidineHCID 5360545Sodium

Produkt 1

HCID 219952052-Chloro-4-(phenylthio)pyrimidineAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirred solution of 2,4-dichloropyrimidine (1.00 g, 6.71 mmol) in absolute ethanol (10 mL), was added sodium salt of benzenethiol (0.89 g, 6.73 mmol) in small portions. The mixture was stirred at room temperature for 2 hours, then at 40° C. for 16 hours. It was diluted with ethyl acetate (20 mL), and filtered. The filtrate was concentrated in vacuo, and the residue was flash chromatographed on silica gel using ethyl acetate:petroleum ether (1:99→25:75) as eluant to give the desired product (498 mg, 36%).

Aufarbeitung

  1. waitat 40° C. for 16 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated in vacuo
  4. customchromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-98a58531368e4b3a9fc71ff718e59e4b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846704B2

Verknüpfte Notizen

Wird geladen…