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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154955Generated: October 27, 2026

Sodium Chloride → 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril

https://huagongshe.com/reaction/1154955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantSodium IodideHCID 5238—
ReactantPotassium HydroxideHCID 14797—
Reactant4-Chloro-N-cyclohexyl-N-methylbutanamideHCID 13208297—
Reactant6-Hydroxy-1-methyl-3,4-dihydroquinolin-2(1H)-oneHCID 21931828—
SolventDimethyl SulfoxideHCID 679—
Product1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyrilHCID 15572926—

Reaction Steps

3.4 Grams of 1-methyl-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 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 resultant crude crystals are recrystallized from ligroin to obtain 3.1 g of 1-methyl-6-[3-(N-cyclohexyl-N-methylaminocarbonyl)propoxy]-3,4-dihydrocarbostyril in the form of colorless needle-like crystals with melting point of 104.5°-106.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04298739
Source datasetuspto-grants-1981_11
ORD IDord-aa3ec323e8884819b08c252bec27136e
Source noteuspto-grants-1981_11