Phenylsulphonyl isocyanate → HCID 18537672, Verbindung

HRID 412359

Reaktionsgleichung

Reaktionsgleichung von HRID 412359
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[C:9]([O:12][C:13]1[CH:14]=[CH:15][C:16]3[N:20]=[C:19]([CH2:21][O:22][C:23]4[CH:36]=[CH:35][C:26]([CH2:27][CH:28]5[S:32][C:31](=[O:33])[NH:30][C:29]5=[O:34])=[CH:25][CH:24]=4)[N:18]([CH3:37])[C:17]=3[CH:38]=1)[CH:8]=[CH:7]2.[C:39]1([S:45]([N:48]=[C:49]=[O:50])(=[O:47])=[O:46])[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>O1CCCC1>[C:39]1([S:45]([NH:48][C:49]([NH:1][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([O:12][C:13]4[CH:14]=[CH:15][C:16]5[N:20]=[C:19]([CH2:21][O:22][C:23]6[CH:24]=[CH:25][C:26]([CH2:27][CH:28]7[S:32][C:31](=[O:33])[NH:30][C:29]7=[O:34])=[CH:35][CH:36]=6)[N:18]([CH3:37])[C:17]=5[CH:38]=4)[CH:10]=3)[CH:5]=[CH:4][CH:3]=2)=[O:50])(=[O:46])=[O:47])[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

Komponenten

4

Edukt 2

HCID 76096Phenylsulphonyl isocyanateHCID 98327115-[4-[6-(8-aminonaphthalen-2-yloxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione

Produkt 1

HCID 18537672HCID 18537672, VerbindungAusbeute 10,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 5-[4-[6-(8-aminonaphthalen-2-yloxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione (0.4 g) in anhydrous tetrahydrofuran (8 ml) was added benzenesulfonyl isocyanate (0.22 g) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated. The residue was chromatographed on a silica gel column using ethyl acetate:n-hexane=3:1 as the eluant. The product was recrystallized from n-hexane to afford the title compound (55 mg, mp 199-205° C.).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customThe residue was chromatographed on a silica gel column
  3. customThe product was recrystallized from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-b6593c22746346db8367215a0b03631b
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562849B1

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