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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2049347Generated: October 31, 2026

Toluene → Ethyl 4-[(4-chlorophenyl)imino]-1-piperidinecarboxylate

https://huagongshe.com/reaction/2049347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-ChloroanilineHCID 7812—
ReactantEthyl 4-oxo-1-piperidinecarboxylateHCID 34767—
SolventWaterHCID 962—
ProductEthyl 4-[(4-chlorophenyl)imino]-1-piperidinecarboxylateHCID 14665236—

Reaction Steps

A mixture of 171.2 parts of ethyl 4-oxo-1-piperidinecarboxylate, 159.5 parts of 4-chlorobenzenamine, 1520 parts of anhydrous methylbenzene and a few crystals of 4-methylbenzenesulfonic acid is stirred and refluxed for 7 hours. (The reaction vessel is provided with a reflux-condensor and water-separator). The methylbenzene is evaporated and the oily residue is distilled in vacuo, yielding 192 parts of oily ethyl 4-[(4-chlorophenyl)imino]-1-piperidinecarboxylate; bp. 171°-176° C. at 0.4 mm. pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04197304
Source datasetuspto-grants-1980_04
ORD IDord-0d3721414857402b9b324fc7cdd32763
Source noteuspto-grants-1980_04