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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745211Generated: October 25, 2026

1-Butanol → N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride

https://huagongshe.com/reaction/745211

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrophthalic anhydride, cis-HCID 98495—
Reactant4-(2-Pyrimidinyl)-1-piperazinebutanamineHCID 12840705—
SolventIsopropanolHCID 3776—
ProductN-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochlorideHCID 15592392—

Reaction Steps

A mixture of cis-4-cyclohexene-1,2-dicarboxylic anhydride (633 mg; 4.25 mmol), 1-(4-aminobutyl)-4-(2-pyrimidinyl)piperazine (1 g; 4.25 mmol) and n-butanol (10 ml) was heated under reflux for 6 hours. The solvent was removed under reduced pressure, and the residue was purified by silica gel chromatography to give an oily substance. The oily substance was treated with a mixture of 3% hydrogen chloride in isopropanol, and the precipitate was recrystallized from isopropanol to give N-[4-{4-(2-pyrimidinyl)-1-piperazinyl}butyl]-4-cyclohexene-1,2-dicarboximide hydrochloride. M.P., 177°-179° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04598078
Source datasetuspto-grants-1986_07
ORD IDord-723547244d2f468b915a287955bdb5d9
Source noteuspto-grants-1986_07