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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726255Generated: October 25, 2026

Sodium Iodide → HCID 178466792, compound

https://huagongshe.com/reaction/726255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant4'-HydroxyacetophenoneHCID 7469—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(2-chloroethyl)-1H-imidazole hydrochlorideHCID 178478570—
SolventDimethylformamideHCID 6228—
ProductHCID 178466792HCID 178466792—

Reaction Steps

816 mg (6 mmol) of 4-hydroxyacetophenone, 251 mg (1.5 mmol) of 4-[2-chloroethyl]-1H-imidazole hydrochloride, 500 mg (3.6 mmol) of potassium carbonate and sodium iodide (catalyst) are stirred at 80° C. for 5 days in 5 ml of dimethylformamide. The reaction mixture is cooled, filtered and the filtrate is evaporated under reduced pressure to give an oily residue, from which 4-hydroxyacetophenone is extracted with ether at pH=1. Subsequent extraction with ethyl acetate at pH=9 gives the title compound. The latter was treated with oxalic acid in 2-propanol to give the oxalate of the title compound which is crystallized from a methanol/ether (10/1) mixture, M.p.: 178°-182° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05708171
Source datasetuspto-grants-1998_01
ORD IDord-33222d5c3e74477ea5aecbacd88d0902
Source noteuspto-grants-1998_01