HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → 4-Oxo-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | Dimethyl 3-oxoglutarate | HCID 74591 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 4-Oxo-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester | HCID 11390199 | 82.3% |
Reaction Steps
A mixture of dimethyl 3-oxopentanedioate (12 g, 69 mmol), CH(OEt)3 (15.1 g, 100 mmol) and urea (6 g, 100 mmol) in xylene (25 mL) was heated to reflux for 3 hours. The mixture was cooled to room temperature and the precipitate was filtered, washed with xylene and DCM to afford the title compound as white solid (yield 82.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440968B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-b7e52f2fac1f4af8908e41e0da758d72 |
| Source note | uspto-grants-2016_09 |