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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204304Generated: November 1, 2026

Methyl iodide → 3-chloro-1-methyl-5-nitropyridin-2(1H)-one

https://huagongshe.com/reaction/2204304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178526838HCID 178526838—
SolventDimethylformamideHCID 6228—
Product3-chloro-1-methyl-5-nitropyridin-2(1H)-oneHCID 86703106—

Reaction Steps

To a solution of 3-chloro-2-hydroxy-5-nitropyridine [22353-38-4] (143 mmol) and K2CO3 (286 mmol) in DMF (250 mL) was added methyl iodide (215 mmol) at 0° C. and the reaction mixture was stirred at rt for 3 h. The reaction mixture was concentrated, diluted with H2O and extracted with EtOAc (2×). The combined organic layers were washed with H2O, dried (Na2SO4) and concentrated to afford the title compound as a yellow solid. tR: 2.90 min (HPLC 3); ESI-MS: tR=0.63 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-07d70cd416284689b22149a1bd230695
Source noteuspto-grants-2016_06