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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231108Generated: October 30, 2026

Hydrochloric Acid → 6-(4-Geranyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril hydrochloride

https://huagongshe.com/reaction/231108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Oxo-1,2,3,4-tetrahydroquinoline-6-carboxylic acidHCID 7131909—
ReactantGeranylpiperazineHCID 14497703—
ReactantEthanol hydrochlorideHCID 21887872—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product6-(4-Geranyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril hydrochlorideHCID 20034527—

Reaction Steps

1.9 Grams of 6-carboxy-3,4-dihydrocarbostyril was suspended in 200 ml of methylene chloride, then 2 ml of pyridine was added thereto. The mixture was kept at 0°-20° C., under stirring condition, 1.4 g of thionyl chloride was added dropwise. After the dropwise addition was finished, the whole reaction mixture was stirred for 1 hour at the same temperature, and 10 ml of methylene chloride containing 2.19 g of geranylpiperazine was added dropwise. After the dropwise addition was finished, the reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was thoroughly washed with an aqueous solution of potassium carbonate, then further washed with water and diluted hydrochloric acid, then dried with anhydrous sodium sulfate, and the solvent was removed by evaporation. The residue thus obtained was converted into hydrochloride by adding ethanol-hydrochloric acid, and recrystallized from ethanol-water to obtain 343 mg of 6-(4-geranyl-1-piperazinylcarbonyl)-3,4-dihydrocarbostyril hydrochloride.monohydrate. Colorless needle-like crystals. Melting point: 265°-266° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04845100
Source datasetuspto-grants-1989_07
ORD IDord-884a19504fd44abb974f542c6f4369de
Source noteuspto-grants-1989_07