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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468165Generated: November 2, 2026

Phosphorus oxychloride → 4-[5-(3-Iodo-benzyl)-[1,3,4]oxadiazol-2-yl]-benzonitrile

https://huagongshe.com/reaction/1468165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-cyano-benzoic acid N'-[2-(3-iodo-phenyl)-acetyl]-hydrazideHCID 67508046—
Product4-[5-(3-Iodo-benzyl)-[1,3,4]oxadiazol-2-yl]-benzonitrileHCID 6751532177.7%

Reaction Conditions

Temperature110 °C

Reaction Steps

Suspend 4-cyano-benzoic acid N′-[2-(3-iodo-phenyl)-acetyl]-hydrazide (0.50 g, 1.23 mmol) in phosphorous oxychloride (2.00 mL, 21.0 mmol) and heat at 110° C. for 1 h, resulting in complete dissolution. Cool the mixture to room temperature, pour into ice water and stir until all of the ice melts resulting in a solid precipitate. Collect the formed solid by filtration, wash with H2O and dry on the filter pad to provide 0.37 g 77% yield of 4-[5-(3-iodo-benzyl)-[1,3,4]oxadiazol-2-yl]-benzonitrile as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000154B2
Source datasetuspto-grants-2015_04
ORD IDord-8c25ce76574d420f8b6940d0a5c08cc4
Source noteuspto-grants-2015_04