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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461921Generated: October 29, 2026

Water → 2-Methyl-1-(4-nitrophenyl)-1H-imidazole

https://huagongshe.com/reaction/1461921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium CarbonateHCID 11430—
Reactant2-MethylimidazoleHCID 12749—
SolventDimethyl SulfoxideHCID 679—
Product2-Methyl-1-(4-nitrophenyl)-1H-imidazoleHCID 10013118112.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 50.0 g of p-fluoronitrobenzene, 85.93 g of 2-methylimidazole and 44.9 g of potassium carbonate in 860 ml of dimethylsulfoxide is heated at 120° C. for 24 hours. The mixture is poured into 2.5 liter of water and stored in a refrigerator for two days. The mixture is filtered and cake washed with copious volumes of water and vacuum dried. The cake is dissolved in 1500 ml of ethyl acetate, filtered through hydrous magnesium silicate and the filtrate reduced to about 500 ml, cooled and the resulting solid, filtered, and air dried to give 81.0 g of the desired product as brown crystals, m.p. 135°-137° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05077409
Source datasetuspto-grants-1991_12
ORD IDord-9d533cf5f48a483e8a1fed1d311ec6d7
Source noteuspto-grants-1991_12