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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093565Generated: October 30, 2026

Phosphorus oxychloride → 2-Chloro-5-nitro-3-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/2093565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridineHCID 2775095—
Product2-Chloro-5-nitro-3-(trifluoromethyl)pyridineHCID 3849140—

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of 5-nitro-3-(trifluoromethyl)pyridin-2(1H)-one 3 (1.50 g, 7.21 mmol), POCl3 (2.76 g, 18.02 mmol) and PCl5 (1.4 g, 10.09 mmol) is heated to about 110-120° C. for 8 hours and then poured into ice water. The mixture is neutralized with solid NaHCO3 and extracted with ethyl acetate (3×40 ml). The combined organic phases is dried over Na2SO4 and all solvents removed under reduced pressure to obtain 2-chloro-5-nitro-3-(trifluoromethyl)pyridine 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445507B2
Source datasetuspto-grants-2013_05
ORD IDord-62ff18ba6e2647a4b5b7cd8a6fe83e5e
Source noteuspto-grants-2013_05