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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259084Generated: October 25, 2026

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

https://huagongshe.com/reaction/1259084

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 numberUS08466167B2
Source datasetuspto-grants-2013_06
ORD IDord-31fe597c2e2047f997456cf43dd4c7d9
Source noteuspto-grants-2013_06