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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 273684Erstellt: 24. Oktober 2026

Cyanoacetamide → 5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

https://huagongshe.com/de/reaction/273684

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyanoacetamideHCID 7898—
Edukt2-Ethyl-3-oxobutanolHCID 270299—
EduktPiperidinium acetateHCID 3014295—
EduktSodiumHCID 5360545—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelWaterHCID 962—
Produkt5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrileHCID 10241109—

Reaktionsschritte

Accordingly to the method described in J. Heterocyclic Chem., 24, 351 (1987), a mixture 2-ethyl-3-oxobutanol, sodium salt (37.5 g, 0.275 mol), cyanoacetamide (25.2 g, 0.30 mol), aqueous piperidinium acetate (22 mL) [prepared from glacial acetic acid (4.2 mL), water (10 mL) and piperidine (7.2 mL)] in water (775 ml) was refluxed for four hours. Glacial acetic acid (30 ml) was added cautiously (much foaming) as the product precipitated. Upon cooling to room temperature, the product was collected by filtration, washed with cold water and air dried to yield 22.3 g (50%), m.p. 237°-240° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05387512
Quelldatensatzuspto-grants-1995_02
ORD IDord-3a7b3ceddd7744df9e57264e8f93a1de
Quellennotizuspto-grants-1995_02