Dimethylformamide → (5-Phenyl-2H-tetrazol-2-yl)acetonitrile

HRID 2100249

Reaktionsgleichung

Reaktionsgleichung von HRID 2100249
[C:1]1([C:7]2[NH:11][N:10]=[N:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:13][C:14]#[N:15].CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[C:1]1([C:7]2[N:8]=[N:9][N:10]([CH2:13][C:14]#[N:15])[N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 178418369HCID 178418369, Verbindung

Produkt 1

HCID 14415260(5-Phenyl-2H-tetrazol-2-yl)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To 146 mg (1 mmol) of 5-phenyltetrazole and 75 mg (1 mmol) of chloroacetonitrile was added three mL of dimethyl formamide. The resulting solution was stirred, then 158 mg (1 mmol) of potassium carbonate was added and the mixture was further stirred at room temperature for 18 hours. Twenty-five mL of water was then added and the mixture was extracted twice with 25 mL of ethyl acetate. Evaporation of the extracts left the crude product, which was purified by silica gel chromatography, leaving an oil that was pure by NMR.

Aufarbeitung

  1. stirringthe mixture was further stirred at room temperature for 18 hours
  2. extractionthe mixture was extracted twice with 25 mL of ethyl acetate
  3. customEvaporation of the extracts
  4. waitleft the crude product, which
  5. customwas purified by silica gel chromatography
  6. customleaving an oil that

Quellen und Nachweise

ORD-Eintrag
ord-db064083d45f491e96cefddce65261cf
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572753B2

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