HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 6-Isopropyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | Piperidine, acetate | HCID 9793820 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Isopropyl-2-oxo-1,2-dihydropyridine-3-carbonitrile | HCID 10583113 | 68% |
Reaction Steps
To a solution of the product of Example 36A (5.35 g, 0.0393 mol) and 2-cyanoacetamide (3.47 g, 0.0413 mol) in water (35 mL) was stirred at room temperature for 10 minutes. To this mixture was added 2.5 mL of a stock piperidine acetate solution (prepared from 9.8 mL of piperidine, 6 mL of acetic acid and 10 mL of water), and the solution was heated under reflux for 2 hours. The mixture was then cooled to room temperature and taken to pH 4 by the addition of glacial acetic acid. The resulting light yellow solid was isolated by vacuum filtration, rinsed with water (2×30 mL), and dried under vacuum to provide the title product (4.36 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915411B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-cd53476804fb4b6bb53ce62ddaafd694 |
| Source note | uspto-grants-2011_03 |