Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412328Generated: October 31, 2026

Triethylamine → 1-(4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]-2,6-dimethylphenyl)-3-[4-(trifluoromethyl)phenyl]urea

https://huagongshe.com/reaction/412328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(Trifluoromethyl)phenyl isocyanateHCID 73768—
ReactantEfatutazone DihydrochlorideHCID 16719220—
SolventTetrahydrofuranHCID 8028—
Product1-(4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]-2,6-dimethylphenyl)-3-[4-(trifluoromethyl)phenyl]ureaHCID 1206873474.5%

Reaction Steps

A mixture of 5-[4-[6-(4-amino-3,5-dimethylphenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (288 mg), α,α,α-trifluoro-p-tolyl isocyanate (112 mg), triethylamine (121 mg) and anhydrous tetrahydrofuran (10 ml) was stirred at room temperature for 40 hours. The reaction mixture was concentrated and diluted with water. The precipitate was isolated by filtration and washed with water and ethyl acetate to afford the title compound (257 mg, mp 206-208° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562849B1
Source datasetuspto-grants-2003_05
ORD IDord-d6b647f0b13a4f80bd5acda1bc94b2fc
Source noteuspto-grants-2003_05