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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41984Generated: October 27, 2026

Phosphorus oxychloride → 2-Chloro-3-iodo-5-nitropyridine

https://huagongshe.com/reaction/41984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantHCID 178526840HCID 178526840—
SolventWaterHCID 962—
Product2-Chloro-3-iodo-5-nitropyridineHCID 1114063969%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 3-iodo-5-nitropyridin-2-ol (37.6 mmol, 10 g), POCl3 (86.47 mmol, 7.94 ml) and PCl5 (48.87 mmol, 10.2 g) was heated at 140° C. for 1 h, under argon atmosphere. The crude mixture was poured into a mixture of ice and water and extracted with DCM. The solid residue was purified by chromatography over SiO2 eluting with hexane/dichloromethane mixtures affording 2-chloro-3-iodo-5-nitropyridine (7.32 g, yield 69%) of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536165B2
Source datasetuspto-grants-2013_09
ORD IDord-36430576da66434ab6f7608884f5d2a3
Source noteuspto-grants-2013_09