Water → 5-Chloro-2-(5-(2-pyridyloxy)pentylthio)benzimidazole

HRID 1005955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1005955
S(O[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)(C1C=CC(C)=CC=1)(=O)=O.[Cl:24][C:25]1[CH:34]=[CH:33][C:28]2[N:29]=[C:30]([SH:32])[NH:31][C:27]=2[CH:26]=1.C(N(CC)CC)C.O>C(#N)C>[Cl:24][C:25]1[CH:34]=[CH:33][C:28]2[N:29]=[C:30]([S:32][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[NH:31][C:27]=2[CH:26]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 121371192-(5-Tosyloxy-pentyloxy)pyridineHCID 178527787HCID 178527787, Verbindung

Produkt 1

HCID 121371205-Chloro-2-(5-(2-pyridyloxy)pentylthio)benzimidazoleAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

0.67 g of the compound obtained in Example 3b and 0.37 g of 5-chloro-2-mercaptobenzimidazole were refluxed for 5 hours in 15 ml of acetonitrile containing 0.25 g of triethylamine. The reaction mixture was cooled to room temperature, then added with water and extracted with ethyl acetate. The extract was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane) to obtain 0.25 g of the title compound (yield: 42%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract was dried over sodium sulfate
  3. customthe solvent was evaporated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane)

Quellen und Nachweise

ORD-Eintrag
ord-a0a782bd816b4f42b245bfcaa813e2dd
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06787561B1

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