HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetamide → 6-Methyl-2-oxo-4-propyl-1,2-dihydropyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | 3-Hepten-2-one | HCID 5364578 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Methyl-2-oxo-4-propyl-1,2-dihydropyridine-3-carbonitrile | HCID 15641801 | 33% |
Reaction Steps
To a stirred solution of t-BuOK (1 g, 8.9 mmol) in DMSO (15 mL) at rt, was added compound cyanoacetamide (0.824 g, 9.8 mmol) and (E)-hept-3-en-2-one (1 g, 8.91 mmol). Reaction mixture was stirred for 30 min at rt. Additional t-BuOK (3 g, 26.7 mmol) was added and reaction was stirred at rt in presence of air. On completion, it was diluted with H2O and slowly by 4N HCl. Precipitated solid was filtered, washed with water and dried. Crude product was triturated with ether to afford the title compound (0.5 g, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410088B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-072e0500272345b5ae05537f1f4320be |
| Source note | uspto-grants-2013_04 |