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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1738245Generated: October 28, 2026

Methylamine → 6-chloro-N-methyl-3-nitropyridin-2-amine

https://huagongshe.com/reaction/1738245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantSodium CarbonateHCID 10340—
Reactant2,6-Dichloro-3-nitropyridineHCID 85239—
SolventEthanolHCID 702—
Product6-chloro-N-methyl-3-nitropyridin-2-amineHCID 10750094—

Reaction Steps

20.0 ml of a 30% ethanolic solution of methylamine were added dropwise to a mixture of 29.0 g of 2,6-dichloro-3-nitropyridine, 300 ml of ethanol and 36.6 g of sodium carbonate, whilst cooling with ice, and the resulting mixture was stirred at room temperature for 8 hours. At the end of this time, the reaction mixture was freed from ethanol by distillation. The residue was diluted with water, after which it was extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, after which the solvent was removed by distillation under reduced pressure. The residue was crystallized by trituration with ethanol, to give 22.3 g of the title compound, melting at 114° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962470
Source datasetuspto-grants-1999_10
ORD IDord-996ae191a8c349d2953a6d7bd0eec33e
Source noteuspto-grants-1999_10