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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178103Generated: October 27, 2026

Ethyl 2-(2-benzoylhydrazinyl)-2-oxoacetate → Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate

https://huagongshe.com/reaction/1178103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-(2-benzoylhydrazinyl)-2-oxoacetateHCID 13013233—
SolventPhosphorus oxychlorideHCID 24813—
ProductEthyl 5-phenyl-1,3,4-oxadiazole-2-carboxylateHCID 65175296.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842696B2
Source datasetuspto-grants-2010_11
ORD IDord-9f3eff46249643e1bf5bbe1b2d0621a7
Source noteuspto-grants-2010_11