Chlorotrimethylsilane → Methyl 5-chloro-2-(methylthio)pyrimidine-4-carboxylate

HRID 518780Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 518780
Cl[Si](C)(C)[CH3:3].[Cl:6][C:7]1[C:8]([C:15]([OH:17])=[O:16])=[N:9][C:10]([S:13][CH3:14])=[N:11][CH:12]=1>CO.ClCCl>[Cl:6][C:7]1[C:8]([C:15]([O:17][CH3:3])=[O:16])=[N:9][C:10]([S:13][CH3:14])=[N:11][CH:12]=1

Komponenten

5

Edukt 2

HCID 6397ChlorotrimethylsilaneHCID 7257115-Chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid

Produkt 1

HCID 4736921Methyl 5-chloro-2-(methylthio)pyrimidine-4-carboxylateAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

16.0 g of chloro(trimethyl)silane are added dropwise to a solution of 6.2 g of 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylic acid 1 in 100 ml of methanol and 100 ml of dichloromethane. The mixture is stirred at ambient temperature for 20 h, and then concentrated under vacuum. The residue is taken up with water and extracted with dichloromethane. The organic phase is dried over magnesium sulfate and concentrated under vacuum so as to obtain 6.3 g of methyl 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate 2 in the form of a brown oil.

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. extractionextracted with dichloromethane
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. concentrationconcentrated under vacuum so as

Quellen und Nachweise

ORD-Eintrag
ord-a1bfda7f613a4a7d9be41445376a8292
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115140B2

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