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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 412349Erstellt: 24. Oktober 2026

Hydrochloric Acid → 1-(Adamant-1-yl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea dihydrochloride

https://huagongshe.com/de/reaction/412349

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTriethylamineHCID 8471—
Edukt1-IsocyanatoadamantaneHCID 2059995—
Edukt5-[4-[6-[4-(2-aminoethyl)phenoxy]-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochlorideHCID 86587773—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-(Adamant-1-yl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea dihydrochlorideHCID 18537688152,9%

Reaktionsschritte

1-(Adamant-1-yl)-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 (0.3 g), 1-adamantyl isocyanate (94 mg), triethylamine (65 mg) and anhydrous N,N-dimethylformamide (15 ml). To a solution of the product in tetrahydrofuran (10 ml) was added 4N hydrogen chloride in dioxane (10 ml) and the mixture was stirred at room temperature for 3 hours. The precipitate was isolated by filtration and washed with tetrahydrofuran and n-hexane to afford the title compound (0.3 g, mp 174-176° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06562849B1
Quelldatensatzuspto-grants-2003_05
ORD IDord-2e03b5a62d5b47e390f1a3c32884a376
Quellennotizuspto-grants-2003_05