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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80600Generated: October 27, 2026

Triethylamine → 3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide

https://huagongshe.com/reaction/80600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Iodo-4-methylbenzoic acidHCID 621640—
Reactant3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)anilineHCID 12002825—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventThionyl ChlorideHCID 24386—
Product3-Iodo-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamideHCID 17752158—

Reaction Steps

Add 2 drops of DMF into 628 mg 3-iodo-4-methylbenzoic acid (2.2 mmol) in 20 mL SOCl2 and reflux for 2 h. After vacuum evaporation of SOCl2, add 6.0 mL anhydrous THF and get the pale yellow solution. Dissolve the product from step 1, 524 mg 5-(4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)-benzenamine (2.0 mmol) in 6.0 mL anhydrous THF and add 10 mmol Et3N, and the pale yellow solution prepared previously is added drop wise till it is all added. The reaction mixture rises to room temperature for 1 hr. The reaction was quenched with addition of brine and extracted with EtOAc. The combined extraction organic layers was dried and concentrated under vacuum, the residue was purified through column chromatography to afford 873 mg desired product. (90%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846671B2
Source datasetuspto-grants-2014_09
ORD IDord-9353afddde6a40db92edc3cb59c3eac4
Source noteuspto-grants-2014_09