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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081463Generated: November 1, 2026

Urea → 3-Cyclohexyl-5-ethoxy-1,3-dihydro-2H-benzimidazol-2-one

https://huagongshe.com/reaction/1081463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantEthyl AcetateHCID 8857—
Reactant4-Ethoxy-1-amino-2-cyclohexylaminobenzeneHCID 22922515—
Solvent1,2,3,4-TetramethylbenzeneHCID 10263—
Product3-Cyclohexyl-5-ethoxy-1,3-dihydro-2H-benzimidazol-2-oneHCID 1523154439.3%

Reaction Steps

A mixture of 3.05 g of the oil obtained in step B) and 1.6 g of urea in 8 ml of 1,2,3,4-tetramethylbenzene is heated at 170°-180° C. for 1 hour 30 minutes. After cooling, it is taken up with AcOEt, washed with water and dried over sodium sulfate and the solvent is evaporated off under vacuum. The residue is taken up with hexane and the brown precipitate formed is filtered off. The precipitate is chromatographed on silica using a DCM/AcOEt mixture (50/50; v/v) as the eluent to give 1.33 g of the expected product, which was precipitated with isopropyl ether. M.p.=203° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585394
Source datasetuspto-grants-1996_12
ORD IDord-31f58be9b0f541ac87ac226a98d031d2
Source noteuspto-grants-1996_12