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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1263115Generated: October 25, 2026

1-(3-Chlorophenyl)piperazine → 6-{1-Oxo-4-[4-(3-chlorophenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/1263115

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-Chlorophenyl)piperazineHCID 1355—
ReactantSodium IodideHCID 5238—
ReactantSodium BicarbonateHCID 516892—
Reactant6-(4-Chlorobutyryl)-3,4-dihydrocarbostyrilHCID 12833516—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product6-{1-Oxo-4-[4-(3-chlorophenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyrilHCID 13064827—

Reaction Steps

5.0 Grams of 6-(1-oxo-4-chlorobutyl)-3,4-dihydrocarbostyril and 7.5 g of sodium iodide were dispersed in 120 ml of anhydrous dimethylformamide and the mixture was stirred at 50°-60° C. for 2 hours. To this reaction mixture were added 10 g of 4-(3-chlorophenyl)piperazine and 5 ml of triethylamine and was stirred at 50°-60° C. for 6 hours, then stirred at a room temperature for 24 hours. The reaction mixture was concentrated under a reduced pressure to obtain a residue. To the residue thus obtained was added 80 ml of 5%-sodium hydrogencarbonate solution and the organic layer was extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. The residue thus obtained was crystallized with ether to obtain crude crystals and the crude crystals were recrystallized from ethanol to obtain 6.5 g of 6-{1-oxo-4-[4-(3-chlorophenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyril in colorless needle-like crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04455422
Source datasetuspto-grants-1984_06
ORD IDord-3e4019643212467eb86a04e76dc7b27a
Source noteuspto-grants-1984_06