HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Trifluoromethyl)phenyl isocyanate | HCID 73768 | — |
| Reactant | Efatutazone Dihydrochloride | HCID 16719220 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]-2,6-dimethylphenyl)-3-[4-(trifluoromethyl)phenyl]urea | HCID 12068734 | 74.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562849B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-d6b647f0b13a4f80bd5acda1bc94b2fc |
| Source note | uspto-grants-2003_05 |