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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513732Generated: October 30, 2026

Dimethylformamide → 2-Chloro-4-(trifluoromethyl)quinoline

https://huagongshe.com/reaction/513732

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-Hydroxy-4-(trifluoromethyl)quinolineHCID 2759347—
Product2-Chloro-4-(trifluoromethyl)quinolineHCID 278291229%

Reaction Conditions

Temperature90 °C

Reaction Steps

DMF (cat.) was added to a solution of 4-trifluoromethyl-1H-quinolin-2-one 465 (160 mg, 0.75 mmol) in POCl3 (2 ml) and the mixture was heated at 90° C. for 1 h. After cooling, the mixture was concentrated in vacuo and the residue was poured into an ice cold solution of NaHCO3 solution. The aqueous phase was extracted with EtOAc. The organic phase was dried (Na2SO4) and concentrated in vacuo to give the title compound (50 mg, 29%) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-79f1f1d9d02242dda64edece07364eac
Source noteuspto-grants-2015_08