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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665618Generated: October 26, 2026

Ethyl orthoformate → 3-(4-Nitrophenyl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/1665618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
ReactantHCID 178513348HCID 178513348—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Nitrophenyl)-1,2,4-oxadiazoleHCID 279828855%

Reaction Conditions

Temperature0 °C

Reaction Steps

Triethyl orthoformate (2.93 g, 19.8 mmol) was added to a stirred solution of N-hydroxy-4-nitro-benzamidine (1.2 g, 6.6 mmol) in THF (15 mL). The mixture was cooled to 0° C. and boron triflouride dimethyl ether (900 mg, 7.9 mmol) was added drop wise. The mixture was maintained at room temperature for three hours. The volatiles were evaporated and the residue was washed with ether and dried to afford 650 mg (55%) of 3-(4-nitro-phenyl)-[1,2,4]oxadiazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039463B2
Source datasetuspto-grants-2011_10
ORD IDord-f152925894374548be7a82e0028f655e
Source noteuspto-grants-2011_10