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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154949Generated: October 27, 2026

Sodium Chloride → N-Cyclohexyl-N-methyl-4-((2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy)butanamide

https://huagongshe.com/reaction/1154949

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium IodideHCID 5238—
ReactantPotassium HydroxideHCID 14797—
Reactant6-Hydroxy-3,4-dihydro-2(1H)-quinolinoneHCID 2774040—
Reactant4-Chloro-N-cyclohexyl-N-methylbutanamideHCID 13208297—
SolventDimethyl SulfoxideHCID 679—
ProductN-Cyclohexyl-N-methyl-4-((2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy)butanamideHCID 13200334—

Reaction Steps

3.2 Grams of 6-hydroxy-3,4-dihydrocarbostyril, 0.9 g of potassium hydroxide, 3.2 g of sodium iodide and 5.0 g of N-methyl-N-(4-chlorobutyryl)cyclohexylamine are added to 50 ml of dimethylsulfoxide, and the mixture is agitated at 70° to 80° C. for 4.5 hours. After the reaction, the reaction solution is poured into 400 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The thus obtained crude crystals are then recrystallized from benzene-petroluem ether to obtain 2.9 g of 6-[3-(N-methyl-N-cyclohexylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needlelike crystals with melting point of 144°-146° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04298739
Source datasetuspto-grants-1981_11
ORD IDord-e0e2ce78aed047a99e5743eeac424e52
Source noteuspto-grants-1981_11