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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktDiisopropylethylamineHCID 81531—
Edukt2,6-Diisopropylphenyl isocyanateHCID 92259—
Edukt5-[4-[6-[4-(2-aminoethyl)phenoxy]-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochlorideHCID 86587773—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-(2,6-Diisopropylphenyl)-3-[2-(4-[2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl)ethyl]urea hydrochlorideHCID 1853762978,2%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06562849B1
Quelldatensatzuspto-grants-2003_05
ORD IDord-b90e51eda6b940ce8c9eb858b4901471
Quellennotizuspto-grants-2003_05