Sodium Hydroxide → 2-[4-(4-Methoxybutoxy)pyridine-2-yl]methylthio-1H-benzimidazole

HRID 727911Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 727911
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[CH2:12][C:13]1[CH:18]=[C:17]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][CH3:25])[CH:16]=[CH:15][N:14]=1.[OH-].[Na+]>C(O)C>[CH3:25][O:24][CH2:23][CH2:22][CH2:21][CH2:20][O:19][C:17]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:12][S:1][C:2]2[NH:6][C:5]3[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=3[N:3]=2)[CH:18]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 151662232-Chloromethyl-4-(4-methoxybutoxy)pyridineHCID 178527775HCID 178527775, Verbindung

Produkt 1

HCID 151663272-[4-(4-Methoxybutoxy)pyridine-2-yl]methylthio-1H-benzimidazoleAusbeute 70,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture comprising 2.55 g (0.017 mol) of 2-mercaptobenzimidazole, 5.09 g (0.022 mol) of 2-chloromethyl-4-(4-methoxybutoxy)pyridine, 0.84 g (0.020 mol) of 95% sodium hydroxide and 60 ml of ethanol was stirred at 40° C. for 1.5 hours. After the completion of the reaction, the reaction mixture was distilled to remove the solvent. The obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane) to obtain 4.13 g of the title compound.

Aufarbeitung

  1. customAfter the completion of the reaction
  2. distillationthe reaction mixture was distilled
  3. customto remove the solvent
  4. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane)

Quellen und Nachweise

ORD-Eintrag
ord-727e4dcd8a5642c897b6465dfdf72cd8
Quelldatensatz
uspto-grants-1991_09
Patentnummer
US05045552

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