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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303934Generated: October 31, 2026

Cyclohexanone → Hydrochloric Acid

https://huagongshe.com/reaction/2303934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
Reactant2-Amino-1-cyclopentene-1-carbonitrileHCID 287275—
ReactantIpidacrine hydrochloride hydrateHCID 6917941—
SolventBenzeneHCID 241—
ProductHydrochloric AcidHCID 313—
ProductIpidacrineHCID 604519—

Reaction Steps

As a synthetic process for ipidacrine hydrochloride hydrate, 2-amino-1-cyclopentene-1-carbonitrile (or 1-amino-2-cyanocyclopentene-1) and cyclohexanone are first heated under reflux with polyphosphoric acid in dry benzene to obtain ipidacrine (i.e., 9-amino-2,3,5,6,7,8-hexahydro-lH-cyclopenta[b]quinoline) and hydrogen chloride gas is then passed through the ethanol solution of the resultant reaction mixture to yield ipidacrine hydrochloride hydrate (i.e., 9-amino-2,3,5,6,7,8-hexahydro-1H-cyclopenta [b]quinoline-hydrochloride hydrate) has been reported (for example, see JP-B (Kokoku)-63-35611). Further, it is described that ipidacrine is obtained even if reacting 5,5-pentamethylen-7-oxo-1,2,3,4,6,7-hexahydrocyclopenta [d]pyrimidine obtained as a byproduct in the above reaction with phosphorus oxychloride in toluene (for example, see JP-B (Kokoku)-3-54922).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433173B1
Source datasetuspto-grants-2002_08
ORD IDord-dfd8f78def7c4d088964b12157eb9a76
Source noteuspto-grants-2002_08