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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1153987Generated: October 31, 2026

Sodium Chloride → 6-(4-Benzyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/1153987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantIsobutyl chloroformateHCID 62365—
Reactant1-BenzylpiperazineHCID 75994—
Reactant2-Oxo-1,2,3,4-tetrahydroquinoline-6-carboxylic acidHCID 7131909—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product6-(4-Benzyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyrilHCID 1319533537.2%

Reaction Steps

To a solution of 50 ml of dimethylformamide with 5.0 g of 6-carboxy-3,4-dihydrocarbostyril and 4 ml of triethylamine, 3.87 g of isobutyl chloroformate in 2 ml of dimethylformamide solution was added dropwise. After stirring at a room temperature for 30 minutes, 5.5 g of benzylpiperazine in 3 ml of dimethylformamide solution was added to the former solution and stirred at a room temperature for 30 minutes, then stirred continuously at 50°-60° C. for 1 hour. The reaction mixture was poured into a voluminous amount of a saturated sodium chloride aqueous solution and extracted with chloroform and the chloroform extract was washed with water and dried. After removal of the solvent, to the residue thus obtained was added diethyl ether to crystallize the residue and recrystallized from ethanol to obtain 3.4 g of 6-(4-benzyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril. Colorless needle-like crystals. Melting point: 198°-200° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04487772
Source datasetuspto-grants-1984_12
ORD IDord-7ab7589afce347af9689a7d8f3de282b
Source noteuspto-grants-1984_12