Methylamine → N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine

HRID 1750051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1750051
CN.Cl[C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]([F:14])([F:13])[F:12])=[CH:6][N:5]=1.[CH3:15][N:16]1C(=O)CCC1.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:15][NH:16][C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]([F:14])([F:13])[F:12])=[CH:6][N:5]=1

Komponenten

6

Edukt 4

HCID 6329Methylamine2×HCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 754064102-Chloro-5-((trifluoromethyl)sulfanyl)pyridine

Produkt 1

HCID 67982149N-Methyl-5-((trifluoromethyl)thio)pyridin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

1.86 g of an aqueous methylamine solution (40%) was added dropwise to a mixture of 1.71 g of 2-chloro-5-trifluoromethylsulfanylpyridine and 16 ml of NMP, and then the mixture was heated to 60° C. and heated and stirred for 2 hours. After cooling the mixture to room temperature, 1.66 g of potassium carbonate was added, and 1.86 g of a 40% aqueous methylamine solution was added dropwise. The mixture was heated to 60° C. and further heated and stirred for 2 hours. After cooling the mixture to room temperature, water was added, and the mixture was extracted with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 1.52 g of methyl-(5-trifluoromethylsulfanylpyridin-2-yl)-amine.

Aufarbeitung

  1. temperatureheated
  2. temperatureAfter cooling the mixture to room temperature
  3. temperatureThe mixture was heated to 60° C.
  4. temperaturefurther heated
  5. stirringstirred for 2 hours
  6. temperatureAfter cooling the mixture to room temperature
  7. extractionthe mixture was extracted with ethyl acetate
  8. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-333fe831be05445a90b70cd4942753b2
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156838B2

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