HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | 2-(4-Chlorophenyl)-3-(dimethylamino)acrylaldehyde | HCID 3448972 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile | HCID 2763910 | — |
Reaction Steps
To solution of sodium methoxide (7.52 g) in methanol (130 ml) was added cyanoacetamide (5.84 g) followed by 2-(4-chlorophenyl)-3-dimethylaminopropenal and the resulting suspension was refluxed overnight. During this time a yellow solid was formed. The mixture was cooled to room temperature and glacial acetic acid (50 ml) was added followed by water (100 ml). The resulting yellow orange solid was filtered off, washed several times with water and dried to yield 8.1 g of 3-cyano-5-(4-chlorophenyl)-2-pyridinone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05728715 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-0e60e058e5c041cbbf3f3bd73811d422 |
| Source note | uspto-grants-1998_03 |