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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 462171Generated: October 25, 2026

Methane → 5-(4-Nitrophenyl)-3-(2-thienyl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/462171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
ReactantN'-Hydroxythiophene-2-carboximidamideHCID 2760620—
SolventBoron trifluoride etherateHCID 8000—
Solvent1,4-DioxaneHCID 31275—
Product5-(4-Nitrophenyl)-3-(2-thienyl)-1,2,4-oxadiazoleHCID 71869465.3%

Reaction Steps

To a solution of 2-thiopheneamidoxime (10 g, 0.07 mole) and p-nitrobenzoyl chloride (13 g, 0.07 mole) in 400 ml of dry dioxane, 1 ml of BF3 -ethyl ether is added and the mixture is heated to reflux for 16 hours. Evaporation of the solvent in vacuo gives a dark solid. It is decolorized by treating with Darco (CHCl3). The solvent is concentrated in vacuo and the product is crystallized from ethanol to give 12.5 g (65%) of product, m.p. 169°-171°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04065563
Source datasetuspto-grants-1977_12
ORD IDord-72789acc80c34638b87e017ce7d3d06d
Source noteuspto-grants-1977_12