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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229304Generated: October 31, 2026

Water → 6-CHLORO-N-ETHYL-3-NITROPYRIDIN-2-AMINE

https://huagongshe.com/reaction/2229304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthylamineHCID 6341—
ReactantEthyl AcetateHCID 8857—
Reactant2,6-Dichloro-3-nitropyridineHCID 85239—
SolventTolueneHCID 1140—
Product6-CHLORO-N-ETHYL-3-NITROPYRIDIN-2-AMINEHCID 1072676980%

Reaction Conditions

Temperature0 °C

Reaction Steps

An ice-cold solution of EtNH2 (49.8 g, 1.10 mol) in toluene (200 mL) was added over 15 min to an ice-cold solution of 2,6-dichloro-3-nitropyridine (100.0 g, 0.52 mol) in toluene (225 mL). The mixture was stirred at 0° C. for 45 min. Water (500 mL) and EtOAc (500 mL) were added and the phases were separated. The organic layer was successively washed with water (200 mL) and brine (200 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The residual solid was recrystallised from MeOH to give the title compound (83.7 g, 80% yield) as yellow needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420359B1
Source datasetuspto-grants-2002_07
ORD IDord-b7a259db5f014ce68be845f972306556
Source noteuspto-grants-2002_07