2-(Chloromethyl)-4-methoxypyridine hydrochloride → 4-trifluoromethyl-2-[(4-methoxy-2-pyridylmethyl)thio]-(1H)-benzimidazole

HRID 2418245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2418245
Cl.Cl[CH2:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][N:5]=1.[F:12][C:13]([F:25])([F:24])[C:14]1[C:22]2[NH:21][C:20]([SH:23])=[N:19][C:18]=2[CH:17]=[CH:16][CH:15]=1>C(O)C.[OH-].[Na+]>[F:25][C:13]([F:12])([F:24])[C:14]1[C:22]2[N:21]=[C:20]([S:23][CH2:3][C:4]3[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][N:5]=3)[NH:19][C:18]=2[CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 2

HCID 139233682-(Chloromethyl)-4-methoxypyridine hydrochlorideHCID 178506116HCID 178506116, Verbindung

Produkt 1

HCID 100200714-trifluoromethyl-2-[(4-methoxy-2-pyridylmethyl)thio]-(1H)-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

4.5 g (0.023 mole) of 2-chloromethyl-4-methoxypyridine hydrochloride are added to 5.0 g (0.023 mole) of 4-trifluoromethyl-2-mercaptobenzimidazole, dissolved in 100 ml of ethanol and 23 ml of 2N sodium hydroxide solution, and the obtained mixture is stirred at room temperature for 6 hours. After most of the solvent is stripped off, the residue is extracted with three 50 ml portions of ethyl acetate, the extract is washed with distilled water and dried over sodium sulfate and the solvent is stripped off in vacuo. The solid residue is recrystallized from acetonitrile. Yield: 5.9 g (76%) of title compound, m.p. 146° C.

Aufarbeitung

  1. extractionthe residue is extracted with three 50 ml portions of ethyl acetate
  2. washthe extract is washed with distilled water
  3. dry with materialdried over sodium sulfate
  4. customThe solid residue is recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-956fbc7bfce944c29b54cc77e8951f2f
Quelldatensatz
uspto-grants-1984_09
Patentnummer
US04472409

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