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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429957Generated: November 1, 2026

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

https://huagongshe.com/reaction/1429957

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 numberUS08940758B2
Source datasetuspto-grants-2015_01
ORD IDord-67e06149c21b44ffa9f451642a6d2cf6
Source noteuspto-grants-2015_01