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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32511Erstellt: 25. Oktober 2026

Water → 5-Amino-2-(1-methyl-4-phenyl-1H-imidazol-5-yl)-1,3-oxazole-4-carbonitrile

https://huagongshe.com/reaction/32511

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktAminomalononitrile p-toluenesulphonateHCID 563049—
Edukt1-Methyl-4-phenyl-1H-imidazole-5-carbonyl chlorideHCID 17965820—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt2-MethylpentaneHCID 7892—
Produkt5-Amino-2-(1-methyl-4-phenyl-1H-imidazol-5-yl)-1,3-oxazole-4-carbonitrileHCID 17965769135,2%

Reaktionsschritte

A suspension of 1-methyl-4-phenyl-1H-imidazole-5-carbonyl chloride (intermediate 4) (0.80 g) in anhydrous NMP (2 mL) was added to aminomalononitrile p-toluenesulfonate (0.92 g) in anhydrous NMP (10 mL). The resultant mixture was stirred for 24 hours. The mixture was poured into water (10 mL), extracted with EtOAc (3×20 mL), organics combined and further washed with water (10 mL), aqueous sodium hydrogen carbonate solution (10 mL) then brine (10 mL). Organics were dried (MgSO4) and evaporated to give a pale gum. Trituration with isohexane (5 mL) gave the title compound as a white solid (650 mg, 68%);

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427616B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-788ae941d6bc4b03b8f7827949398947
Quellennotizuspto-grants-2008_09