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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 912495Generated: October 30, 2026

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

https://huagongshe.com/reaction/912495

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 numberUS08026236B2
Source datasetuspto-grants-2011_09
ORD IDord-bae34a17d25042a18d2ed1826e0f858b
Source noteuspto-grants-2011_09