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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82582Generated: October 30, 2026

Hydrochloric Acid → N-benzyl-N-methyl-3-nitropyridin-2-amine

https://huagongshe.com/reaction/82582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-MethylbenzylamineHCID 7669—
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-3-nitropyridineHCID 79613—
ReactantCalcium ChlorideHCID 5284359—
SolventTetrahydrofuranHCID 8028—
ProductN-benzyl-N-methyl-3-nitropyridin-2-amineHCID 9211491—

Reaction Steps

The mixture of 2-chloro-3-nitropyridine (15 g), Na2CO3 (10.03 g) and N-methylbenzylamine (24.42 mL) in THF (150 mL) was stirred at 80° C. under a dry atmosphere (CaCl2 tube) overnight. The mixture was neutralized with 1N HCl at 0° C. and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with 0%-30% EtOAc in hexane) to give N-benzyl-N-methyl-3-nitropyridin-2-amine (19 g) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846713B2
Source datasetuspto-grants-2014_09
ORD IDord-301e2197d00e4a3b88cd14a0ac2b581b
Source noteuspto-grants-2014_09