HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Ethyl 4-phenyl-1,3-thiazole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Ethyl thiooxamate | HCID 2733398 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 4-phenyl-1,3-thiazole-2-carboxylate | HCID 24730326 | 75.4% |
Reaction Steps
To ethyl 2-amino-2-thioxoacetate (4 g, 30 mmol) in ethanol (50 mL) was added pyridine (0.24 g, 3 mmol). 2-Bromo-1-phenylethanone (5 g, 25 mmol) was added after 10 minutes and the mixture was then heated at reflux for 6 hours. The resulting mixture was washed with water and extracted with EtOAc and dried over anhydrous sodium sulfate. The solution was then concentrated under vacuum to give a crude product, which was purified by column chromatography to afford the title compound as a white solid (4.4 g). MS (ESI) m/z 233 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969349B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-d5b116bca10b41a5ab760bd00d68d1a6 |
| Source note | uspto-grants-2015_03 |