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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517935Generated: November 1, 2026

Methyl iodide → 6-Chloro-4-methylamino-3-nitro-pyridine-2-carbonitrile

https://huagongshe.com/reaction/517935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Amino-6-chloro-3-nitro-pyridine-2-carbonitrileHCID 55270413—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product6-Chloro-4-methylamino-3-nitro-pyridine-2-carbonitrileHCID 5765755897.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A stirred mixture of 4-amino-6-chloro-3-nitro-pyridine-2-carbonitrile (12.5 g), potassium carbonate (17.4 g) and iodomethane (22.5 g) in acetonitrile (150 ml) was heated at 80° C. for 3 hours. At this point, another portion of iodomethane (22.5 g) was added; the mixture was heated with stirring for another 2 hours. The mixture was then diluted with ethyl acetate (500 ml) and washed with water (150 ml). The organic layer was then dried over sodium sulphate, solvent removed under reduced pressure to give expected product 4-methylamino-6-chloro-3-nitro-pyridine-2-carbonitrile (13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115126B2
Source datasetuspto-grants-2015_08
ORD IDord-22d7a36af1b0488f8e3345be00320352
Source noteuspto-grants-2015_08