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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856762Generated: October 25, 2026

Water → 3-Methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]aniline

https://huagongshe.com/reaction/856762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant2-(chloromethyl)-1-methyl-1H-imidazole hydrochlorideHCID 2795406—
Reactant4-Amino-2-methylbenzene-1-thiolHCID 19867385—
SolventMethanolHCID 887—
Product3-Methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]anilineHCID 4330317590.3%

Reaction Steps

To a solution of 4-amino-2-methylthiophenol (500 mg) in methanol (10 ml) was added 1N aqueous solution of sodium hydroxide (12 ml), and a solution of 2-chloromethyl-1-methylimidazole hydrochloride (660 mg) in methanol (10 ml) was added at 0° C. Water was added to the mixture, and the mixture was extracted with ethyl acetate and the organic layer was dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was recrystallized from hexane-ethyl acetate, to give 3-methyl-4-[[(1-methylimidazol-2-yl)methyl]sulfanyl]aniline (757 mg) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262185B2
Source datasetuspto-grants-2007_08
ORD IDord-ae67017008b04a2f986cd7277017ef2c
Source noteuspto-grants-2007_08