HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyanoacetamide → 5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyanoacetamide | HCID 7898 | — |
| Edukt | Piperidinium acetate | HCID 3014295 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Edukt | 2-Ethyl-3-oxobutanal | HCID 15228410 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 5-Ethyl-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile | HCID 10241109 | — |
Reaktionsschritte
According to the method described in J.Heterocyclic Chem., 24, 351 (1987), a mixture of 2-ethyl-3-oxobutanal, sodium salt (37.5 g, 0.275 mmol), 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05308854 |
| Quelldatensatz | uspto-grants-1994_05 |
| ORD ID | ord-e5332a0361704a359350e8b844c198cc |
| Quellennotiz | uspto-grants-1994_05 |