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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479503Generated: October 25, 2026

3-Chloro-5-(trifluoromethyl)picolinaldehyde oxime → 3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/1479503

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-5-(trifluoromethyl)picolinaldehyde oximeHCID 718249—
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrileHCID 1473374—

Reaction Steps

A solution of 3-chloro-5-(trifluoromethyl)picolinaldehyde oxime (1.0 eq.) and Burgess reagent (1.5 eq.) in tetrahydrofuran (0.5 M) was heated to 65° C. and stirred for 1 hour. The reaction was cooled to room temperature and diluted with ethyl acetate and water. The organic layer was washed with water, brine, dried over anhydrous MgSO4, and concentrated en vacuo to give a solid that was carried onto the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09408907B2
Source datasetuspto-grants-2016_08
ORD IDord-ddb48108a37b42bfb6ba2de23a944441
Source noteuspto-grants-2016_08