HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-(2-benzoylhydrazinyl)-2-oxoacetate → Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-(2-benzoylhydrazinyl)-2-oxoacetate | HCID 13013233 | — |
| Solvent | Phosphorus oxychloride | HCID 24813 | — |
| Product | Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate | HCID 651752 | 96.2% |
Reaction Steps
A solution of (N′-benzoyl-hydrazino)-oxo-acetic acid ethyl ester (508 mg, 2.15 mmol) in POCl3 (4 mL) was heated to reflux for 3 hrs. The reaction mixture was then concentrated under reduced pressure to remove POCl3 and the resulting residue was dissolved in ethyl acetate. Subsequently, the ethyl acetate layer was washed with water and brine solution, dried over sodium sulphate and concentrated under reduced pressure to afford 450 mg (96.2% yield) of 5-phenyl[1,3,4]oxadiazole-2-carboxylic acid ethyl ester as off white solid. LCMS purity: 93.86%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842696B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-9f3eff46249643e1bf5bbe1b2d0621a7 |
| Source note | uspto-grants-2010_11 |