Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoate → HCID 178503357, Verbindung

HRID 624816

Reaktionsgleichung

Reaktionsgleichung von HRID 624816
C[O:2][C:3](=O)[C:4]([C:10]#[N:11])=[C:5](SC)[S:6][CH3:7].[NH2:13][C:14]1[CH:18]=[CH:17][NH:16][N:15]=1>C(O)C>[OH:2][C:3]1[N:15]2[N:16]=[CH:17][CH:18]=[C:14]2[N:13]=[C:5]([S:6][CH3:7])[C:4]=1[C:10]#[N:11]

Komponenten

4

Edukt 2

HCID 319957Methyl 2-cyano-3,3-bis(methylsulfanyl)prop-2-enoateHCID 178418806HCID 178418806, Verbindung

Produkt 1

HCID 178503357HCID 178503357, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Under nitrogen gas atmosphere, 2-cyano-3,3-bismethylthio-2-propenoic methyl ester (6 g, 29.5 mmol) was added to ethanol (40 mL) along with 3-aminopyrazole (2.6 g, 31 mmol) and the mixture was refluxed for 2.5 hours. The reaction was then cooled to room temperature and precipitate was collected by filtration under vacuum. The solid was washed with ethanol and dried under vacuum to give 7-hydroxy-5-(methylthio)pyrazolo[1,5-a]pyrimidine-6-carbonitrile in 67% yield (4.1 g). This material was used for the next step without further purification. LCMS (M+1=207)

Aufarbeitung

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. filtrationprecipitate was collected by filtration under vacuum
  3. washThe solid was washed with ethanol
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-42f1683331804e74b76cc2792bba2865
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303033B2

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