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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508485Generated: October 26, 2026

Quinoline → 3-Bromo-2-chloro-4-methyl-5-nitropyridine

https://huagongshe.com/reaction/508485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
Reactant3-Bromo-4-methyl-5-nitro-1,2-dihydropyridin-2-oneHCID 40151914—
ReactantHCID 178527006HCID 178527006—
SolventWaterHCID 962—
Product3-Bromo-2-chloro-4-methyl-5-nitropyridineHCID 40151917—

Reaction Conditions

Temperature120 °C

Reaction Steps

In a 25 ml single-necked round-bottomed flask, to 1.72 ml phosphorous oxide chloride kept at a temperature of 5° C., 0.857 ml quinoline and 3.40 g of 3-bromo-4-methyl-5-nitro-1H-pyridin-2-one are added consecutively. The resulting beige suspension is stirred under heating to 120° C. whereupon a brown solution is obtained. Stirring is continued for 2 hours. Afterwards, the solution is cooled down to an ambient temperature and poured into water. The resulting precipitate is collected by filtration, the filter cake washed with water (4×) and dried to give 3.15 g of the title compound in the form of a brown solid (MP: 60-62° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096525B2
Source datasetuspto-grants-2015_08
ORD IDord-01b523e218064f4190a387d10ef1dbc2
Source noteuspto-grants-2015_08