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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1416048Generated: November 2, 2026

Hydrochloric Acid → 1H-Imidazole-2-methanol, 5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)-1-(5-phenylpentyl)-

https://huagongshe.com/reaction/1416048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium IodideHCID 4875—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chloro-5-phenylpentaneHCID 519173—
ReactantHCID 178491401HCID 178491401—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1H-Imidazole-2-methanol, 5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)-1-(5-phenylpentyl)-HCID 47404057%

Reaction Steps

To dimethylformamide was added 92 mg of 1-chloro-5-phenylpentane and 152 mg of potassium iodide under ice-cooling, the mixture was allowed to warm up to room temperature and stirred for 20 minutes. Then, 200 mg of 5-(3,5-dichlorophenylthio)-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (101b)was added, followed by addition of 126 mg of potassium carbonate. Then the mixture was warmed up to 50° C. and allowed to react for 6 hours. After completion of the reaction, the mixture was diluted with water, extracted with diethyl ether, the extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. To thus-obtained oil were added 10 ml of ethanol and 20 ml of 36% hydrochloric acid, and the mixture was stirred at 90° C. for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, an aqueous sodium hydrogen carbonate solution was added, extracted with ethyl acetate, the extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:1)to give 120 mg of Compound I-124 (yield 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05910506
Source datasetuspto-grants-1999_06
ORD IDord-e5aec377a0dc4761b190ab8ec69d54bd
Source noteuspto-grants-1999_06