Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204314Generated: November 2, 2026

Methyl iodide → 5-Chloro-1-methyl-3-nitropyridin-2-one

https://huagongshe.com/reaction/2204314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178526657HCID 178526657—
SolventWaterHCID 962—
Product5-Chloro-1-methyl-3-nitropyridin-2-oneHCID 86703119—

Reaction Conditions

Temperature5 °C

Reaction Steps

NaH (52.6 mmol) was slowly added at 5° C. to a solution of 5-chloro-2-hydroxy-3-nitropyridine [21427-61-2] (43.8 mmol) and the mixture was stirred at 5° C. for 30 min. Methyl iodide (65.7 mmol) was added and the mixture was stirred at rt for 20 h. The mixture was diluted with H2O and extracted with EtOAc (3×). The combined organic phases were washed successively with H2O and brine, dried (Na2SO4), filtered and concentrated to afford the title compound. ESI-MS: tR=0.55 min, [M+H]+ 189/191 (LC-MS 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365576B2
Source datasetuspto-grants-2016_06
ORD IDord-6188df1b48ae4b4a8cc928f679b2d13f
Source noteuspto-grants-2016_06