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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025550Generated: October 30, 2026

1-Methylimidazole → 2,2,2-Trichloro-1-(1-methylimidazol-2-yl)ethanone

https://huagongshe.com/reaction/1025550

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
ReactantTrichloroacetyl chlorideHCID 6420—
ReactantTriethylamineHCID 8471—
SolventDichloromethaneHCID 6344—
Product2,2,2-Trichloro-1-(1-methylimidazol-2-yl)ethanoneHCID 1129912256.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

To the solution of 1-methyl-1H-imidazole (2 g, 24.4 mmol) in 16 mL of DCM was added dropwise 4.4 g of trichloroacetyl chloride and the resulting mixture was stirred at 25° C. for 6 h. The mixture was cooled to 0° C. and 3.4 mL of triethylamine was added dropwise with stirring. The solvent was evaporated and the residue was purified by flash column chromatography (petroleum ether/DCM=4/1) to give 2,2,2-trichloro-1-(1-methyl-1H-imidazol-2-yl)ethanone (3.1 g, yield 56%). 1H NMR (300 MHz, CDCl3) δ 7.35 (s, 1H), 7.16 (s, 1H), 4.06 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729078B2
Source datasetuspto-grants-2014_05
ORD IDord-ad68acdf6197480689bec94cf130078d
Source noteuspto-grants-2014_05