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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 856783Generated: October 30, 2026

HCID 877679, compound → 4-[(1-methyl-1H-imidazol-2-yl)thio]aniline

https://huagongshe.com/reaction/856783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 877679HCID 877679—
ReactantCalcium ChlorideHCID 5284359—
SolventEthanolHCID 702—
Product4-[(1-methyl-1H-imidazol-2-yl)thio]anilineHCID 60960183.7%

Reaction Conditions

Temperature105 °C

Reaction Steps

1-methyl-2-[(4-nitrophenyl)thio]imidazole (6.0 g), reduced iron (7.12 g) and calcium chloride (1.42 g) were added to 85% aqueous solution of ethanol (100 ml), and the mixture was stirred for 6 hours at 105° C. under nitrogen atmosphere. The mixture was allowed to be at room temperature, the insolubles were filtered off, and the solvent was distilled off under reduced pressure. To the obtained residue was added water and the mixture extracted with ethyl acetate twice. The organic layer was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was recrystallized from ethyl acetate-diisopropyl ether, to give 2-[(4-aminophenyl)thio]-1-methylimidazole (4.38 g) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07262185B2
Source datasetuspto-grants-2007_08
ORD IDord-e7ddde9dbc88476c8e8803ca3c6d77b4
Source noteuspto-grants-2007_08