Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8411Generated: October 26, 2026

Hydrochloric Acid → {5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanol

https://huagongshe.com/reaction/8411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantDiisopropyl EtherHCID 7914—
Reactant2-Benzyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazoleHCID 9848752—
SolventTolueneHCID 1140—
Product{5-[(3,5-Dichlorophenyl)sulfanyl]-4-isopropyl-1-((pyridin-4-YL)methyl)imidazol-2-YL}methanolHCID 9844329—

Reaction Conditions

Temperature90 °C

Reaction Steps

To the compound (6) was added concentrated aqueous hydrochloric acid (50 ml). The mixture was heated at 90° C. for 2 hours and then cooled down. To the mixture were added water (50 ml) and toluene (20 ml). The aqueous layer was separated and neutralized by 30% aqueous sodium hydroxide. The compound (12) was extracted with ethyl acetate (50 ml), and the ethyl acetate layer was washed with water (30 ml). Each aqueous layer was extracted with ethyl acetate (20 ml). The ethyl acetate layer was collected and concentrated under reduced pressure to yield oily residue. To the oily residue was slowly added diisopropyl ether (50 ml) for crystallization. The obtained slurry was stirred at room temperature for 30 minutes, filtered, washed with diisopropyl ether (30 ml) and dried to yield the compound (12) (10.4 g) as a white crystal. Yield from the compound (22):82%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087764B2
Source datasetuspto-grants-2006_08
ORD IDord-b9dca31d80aa4786984f28cacece28d0
Source noteuspto-grants-2006_08