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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1657026Generated: November 3, 2026

Hydrochloric Acid → HCID 19786944, compound

https://huagongshe.com/reaction/1657026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-bromobutanimideHCID 67184—
Reactant3-MethoxypropyneHCID 69393—
ReactantHCID 53939519HCID 53939519—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 19786944HCID 19786944—

Reaction Steps

660 mg of 5-methyl-1-(3-phenoxyphenyl)-imidazole-4-carbaldehydoxime, hydrochloride is dissolved in 4 ml of dimethylformamide. At 0° C., 0.28 ml of triethylamine is added and a solution of 360 mg of N-bromosuccinimide in 2 ml of dimethylformamide is instilled within one hour. Then, 1.7 ml of methyl propargyl ether and 0.28 ml of triethylamine are added, and the mixture is stirred for 14 hours at room temperature. 360 mg of N-bromosuccinimide in 2 ml of dimethylformamide and 0.28 ml of triethylamine are again added and the mixture is stirred for 18 hours at room temperature. After the concentration by evaporation, it is mixed with water and extracted with ethyl acetate. The extract that has been concentrated by evaporation is mixed with diethyl ether and filtered. The filtrate is purified by column chromatography. 230 mg (32% of theory) of the title compound is obtained as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05256682
Source datasetuspto-grants-1993_10
ORD IDord-74f2adb3536b4ffe895d28a078809237
Source noteuspto-grants-1993_10