HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 412350Erstellt: 25. Oktober 2026
Hydrochloric Acid → 1-[2-(4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]-3-[4-(trifluoromethyl)phenyl]urea hydrochloride
https://huagongshe.com/reaction/412350
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-(Trifluoromethyl)phenyl isocyanate | HCID 73768 | — |
| Edukt | 5-[4-[6-[4-(2-aminoethyl)phenoxy]-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride | HCID 86587773 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 1-[2-(4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]-3-[4-(trifluoromethyl)phenyl]urea hydrochloride | HCID 18537566 | 79,7% |
Reaktionsschritte
1-[2-(4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]-3-(4-trifluoromethylphenyl)urea hydrochloride was obtained by a similar procedure to that described in Example 31 using 5-[4-[6-[4-(2-aminoethyl)phenoxy]-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (0.3 g), α,α,α-trifluoro-p-tolyl isocyanate (97 mg), triethylamine (65 mg) and anhydrous N,N-dimethylformamide (5 ml). To a solution of the product in tetrahydrofuran (10 ml) was added 4N hydrogen chloride in 1,4-dioxane (10 ml) and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added diethyl ether (50 ml) and this mixture was further stirred for 30 minutes. The precipitate was isolated by filtration and washed with ethyl acetate to afford the title compound (0.3 g, mp 153-156° C.).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06562849B1 |
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| Quelldatensatz | uspto-grants-2003_05 |
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| ORD ID | ord-3523880492f942cda65b0e750a510951 |
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| Quellennotiz | uspto-grants-2003_05 |
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