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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274982Generated: November 1, 2026

Chloride 2-chloropyridinium 1-oxide → HCID 22118704, compound

https://huagongshe.com/reaction/1274982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloride 2-chloropyridinium 1-oxideHCID 88478—
ReactantSodium BicarbonateHCID 516892—
ReactantN-Boc-N-methylethylenediamineHCID 2756424—
SolventEthanolHCID 702—
Solvent2-Methyl-2-butanolHCID 6405—
ProductHCID 22118704HCID 22118704—

Reaction Steps

A mixture of N-Boc-N-(methyl)ethylenediamine (Synth. Commun. 1993, 23, 2443-2449)(849.2 mg, 4.87 mmol), 2-chloropyridine N-oxide hydrochloride (970 mg, 5.84 mmol), and NaHCO3 (2.05 g, 24.4 mmol) in tert-amyl alcohol (12 mL) was heated at reflux under argon. After 41.5 h, the reaction was cooled, diluted with EtOH, filtered, and concentrated. The residue was reconcentrated from toluene and chromatographed (silica gel, 5% CH3OH/CHCl3) to give the title compound as a viscous, yellow oil which was used without further purification (863.1 mg, 66%), MS (ES) m/e 268 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06159964
Source datasetuspto-grants-2000_12
ORD IDord-1e413e5995a74e699800086e8519890d
Source noteuspto-grants-2000_12