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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298421Generated: October 29, 2026

Ethyl propiolate → HCID 178469885, compound

https://huagongshe.com/reaction/2298421

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl propiolateHCID 12182—
ReactantN'-hydroxy-3-(trifluoromethyl)benzimidamideHCID 609330—
SolventMethanolHCID 887—
ProductHCID 178469885HCID 17846988522.4%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 3-trifluoromethylbenzamidoxime (19.89 g, 0.0974 mol) and ethyl propiolate (9.60 g, 0.0974 mol) in 100 mL methanol was refluxed overnight. The reaction was cooled and concentrated in vacuo and trace methanol removed by azeotroping with toluene (2×100 mL). The remaining residue was heated at 200° C. for 6 h in diphenyl ether (50 mL) before cooling and diluting with cold methanol (200 mL). The solid precipitate was filtered off and sucked dry on a glass frit to give 6.2 g of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492516B1
Source datasetuspto-grants-2002_12
ORD IDord-895b0406ccad4cae83666b5bfe7fb978
Source noteuspto-grants-2002_12