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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373731Generated: October 25, 2026

Methanol → 1-(Ethoxycarbonylaminocarbonyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazole

https://huagongshe.com/reaction/373731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactantethyl N-carbonylcarbamateHCID 300166—
Reactant2-(3,5-Dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazoleHCID 136006555—
SolventChloroformHCID 6212—
Product1-(Ethoxycarbonylaminocarbonyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazoleHCID 13603275761.3%

Reaction Steps

In 20 ml of chloroform, 0.8 g of 2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazole obtained in Example 1 (2) was dissolved. Then, 0.7 g of ethoxycarbonyl isocyanate (mfd. by Aldrich Chemical Co. Inc.) was added to the resulting solution and the reaction was carried out at room temperature for 5 hours with stirring. After the reaction, 5 ml of methanol was added to the reaction solution to decompose excess ethoxycarbonyl isocyanate, followed by removal of the solvent by distillation under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: a mixed solvent of ethyl acetate and n-hexane) to give 0.6 g of green crystals of 1-(ethoxycarbonylaminocarbonyl)-2-(3,5-dimethoxy-4-hydroxyphenyl)-4,5-bis(4-diethylaminophenyl)imidazol having a m.p. of 60° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05164512
Source datasetuspto-grants-1992_11
ORD IDord-64a58222fb414e52912b0cce693b31ca
Source noteuspto-grants-1992_11