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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229311Generated: October 30, 2026

Water → 6-Chloro-N-cyclopropyl-3-nitropyridin-2-amine

https://huagongshe.com/reaction/2229311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyclopropylamineHCID 69828—
Reactant2,6-Dichloro-3-nitropyridineHCID 85239—
SolventTolueneHCID 1140—
Product6-Chloro-N-cyclopropyl-3-nitropyridin-2-amineHCID 1846660289%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of cyclopropylamine (1.25 g, 22.0 mmol) in toluene (11 mL) was added over 10 min to an ice-cold solution of 2,6-dichloro-3-nitropyridine (2.00 g, 10.4 mmol) in toluene (10 mL). The mixture was stirred at 0° C. for 1 h and at room temperature for 2 h. Water (50 mL) was added to the mixture and the phases were separated. The organic layer was washed with brine (25 mL), dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (hexane:EtOAc, 3:2) to give the title compound (1.97 g, 89% yield) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420359B1
Source datasetuspto-grants-2002_07
ORD IDord-91fbc7135f24407aa85e1a68147d73df
Source noteuspto-grants-2002_07