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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747689Generated: October 26, 2026

Benzocaine → Ethyl 4-[(pyridin-4-yl)amino]benzoate

https://huagongshe.com/reaction/747689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzocaineHCID 2337—
ReactantTriethylamineHCID 8471—
Reactant4-ChloropyridineHCID 12288—
SolventO-XyleneHCID 7237—
ProductEthyl 4-[(pyridin-4-yl)amino]benzoateHCID 68830990—

Reaction Steps

4.57 g (31 mmol) of 4-chloropyridine and 5.03 g (31 mmol) of ethyl 4-aminobenzoate were dissolved in 100 ml of xylene. 12.7 ml (92 mmol) of triethylamine was added to the obtained solution and the resultant mixture was heated under reflux for 50 hours. The solvent was evaporated, and the residue was diluted with water. After the extraction with dichloromethane followed by washing with saturated Aqueous NaCl solution and drying over anhydrous magnesium sulfate, the solvent was evaporated and the residue was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-0e9da8df116646419556d2bf45783ff8
Source noteuspto-grants-2008_07