Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483569Generated: October 25, 2026

Water → 4-methyl-1-(3-nitrophenyl)-1H-imidazole

https://huagongshe.com/reaction/483569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Fluoro-3-nitrobenzeneHCID 9823—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 178418800HCID 178418800—
SolventDimethyl SulfoxideHCID 679—
Product4-methyl-1-(3-nitrophenyl)-1H-imidazoleHCID 1503016615.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 112.9 g of m-fluoronitrobenzene and 65.69 g of 4-methylimidazole in 1 liter of dimethylsulfoxide is added 58.51 g of potassium carbonate followed by heating under dry conditions at 110° C. for 39 hours. The reaction mixture is poured into 3.3 liters of water and stored in a refrigerator for 2 days. The mixture is filtered and the cake washed with copious volumes of water followed by suction drying to give 25 g of brown solid. The solid is crystallized from ethyl acetate to give 15.0 g of the desired product as a beige solid, m.p. 119°-120° C. From the combined recrystallization filtrates is obtained 800 mg of 5-methyl-1-(3-nitrophenyl)-1H-imidazole as a beige solid, m.p. 130°-132° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05225425
Source datasetuspto-grants-1993_07
ORD IDord-409467686d564520b618459673099a97
Source noteuspto-grants-1993_07