HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 412348Erstellt: 25. Oktober 2026
Hydrochloric Acid → 1-(2,6-Diisopropylphenyl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea hydrochloride
https://huagongshe.com/reaction/412348
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 2,6-Diisopropylphenyl isocyanate | HCID 92259 | — |
| 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 | Ethyl Acetate | HCID 8857 | — |
| Produkt | 1-(2,6-Diisopropylphenyl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea hydrochloride | HCID 18537629 | 78,2% |
Reaktionsschritte
1-(2,6-Diisopropylphenyl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea 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 (0.4 g), 2,6-diisopropylphenyl isocyanate (0.14 g), N,N-diisopropylethylamine (0.18 g) and anhydrous N,N-dimethylformamide (15 ml). To a solution of the product in tetrahydrofuran (10 ml) was added 4N hydrogen chloride in ethyl acetate (5 ml) and the mixture was stirred at room temperature for 1.5 hours. To the reaction mixture was added diethyl ether (15 ml) and this mixture was stirred for 1 hour. The precipitate was isolated by filtration and washed with ethyl acetate and n-hexane to afford the title compound (0.4 g, mp 153-155° 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-b90e51eda6b940ce8c9eb858b4901471 |
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| Quellennotiz | uspto-grants-2003_05 |
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