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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180709Generated: October 31, 2026

Acetonitrile → 2,2,2-Trifluoro-N-(4-methoxyphenyl)acetimidoyl Chloride

https://huagongshe.com/reaction/1180709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2,2,2-Trifluoro-N-(4-methoxy-phenyl)-acetamideHCID 101284—
SolventEthyl AcetateHCID 8857—
Product2,2,2-Trifluoro-N-(4-methoxyphenyl)acetimidoyl ChlorideHCID 1042168283.4%

Reaction Conditions

Temperature82 °C

Reaction Steps

Five grams (22.8 mmol) of 2,2,2-trifluoro-N-(4-methoxyphenyl)acetamide, 7.02 g (45.6 mmol) of phosphorus oxychloride, 4.62 g (45.6 mmol) of triethylamine, and 25 ml of acetonitrile were introduced into a 100 ml flask and reacted for 22 hours while being refluxed (82° C.). After the reaction, the reaction solution was cooled to room temperature, 20 ml of ethyl acetate was added thereto, and the precipitate was then filtered off. The filtrate was subjected to solvent removal by evaporation, and the crude product thus obtained was purified by column chromatography (silica gel, ethyl acetate:hexane=3:7), resulting in 4.52 g of N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl chloride as a yellow liquid (yield: 83.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282609B2
Source datasetuspto-grants-2007_10
ORD IDord-a731e69042de41c38acd7fb8f18faa78
Source noteuspto-grants-2007_10