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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428939Generated: October 29, 2026

Cesium carbonate → 1,4-Bis(4-methoxyphenyl)-1H-imidazole

https://huagongshe.com/reaction/1428939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantIodide IonHCID 30165—
Reactant4-IodoanisoleHCID 69676—
ReactantHCID 178418716HCID 178418716—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1,4-Bis(4-methoxyphenyl)-1H-imidazoleHCID 5815723156.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

10 mg cupper (I) iodide, 20 mg trans-N,N′-dimethyl-1,2-cyclohexyldiamine was added to 1.1 g 4-(4-methoxy-phenyl)-1H-imidazole, 1.5 g 1-iodo-4-methoxy-benzene and 1.95 g cesium carbonate in 5 mL DMF under argon. The reaction was stirred 48 h at 120° C. in a closed microwave bottle under argon. Water was added and the reaction was extracted with ethyl acetate. The organic layer was dried and evaporated. The residue was purified by chromatography on Alox (50 kg, Merck (Darmstadt), Bestell-Nr. 1.01097.9050 activity: II-III) (gradient: dichlormethane/EtOAC 9:1-8:2) to yield 1 g of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937176B2
Source datasetuspto-grants-2015_01
ORD IDord-b81a108b1ffa41458a66d8c4be733565
Source noteuspto-grants-2015_01