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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830396Generated: October 30, 2026

Triethylamine → HCID 22054356, compound

https://huagongshe.com/reaction/1830396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-3-pyridylamineHCID 80528—
Reactant1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 10986715—
Reactant5-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic AcidHCID 22054271—
SolventDichloromethaneHCID 6344—
ProductHCID 22054356HCID 2205435654%

Reaction Steps

3-Amino-2-chloropyridine (0.206 g, 1.604 mmol), triethylamine (0.162 g, 1.604 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.271 g, 1.604 mmol) were added to a methylene chloride solution (100 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.200 g, 0.535 mmol) and the resulting solution was stirred at room temperature for 10 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (ethyl acetate:hexane=1:1) to obtain the titled compound (0.140 g, 0.289 mmol, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064124B2
Source datasetuspto-grants-2006_06
ORD IDord-937f732cafdc473d8043f5d03250d75c
Source noteuspto-grants-2006_06