反应详情

A mixture of 2-chloromethyl-1-phenyl-1H-benzimidazole (4.8 g) and 1-acetyl-4-methylimidazole (2.4 g) in acetonitrile (25 ml) was refluxed for 48 hours. After removal of the solvent, the residue was pulverized in diethyl ether to give powder, which was taken up in 2.5 N sodium hydroxide (20 ml) and refluxed for 15 minutes. The resultant mixture was extracted twice with chloroform. The combined organic layer was extracted twice with 1 N hydrochloric acid. The combined aqueous layer was adjusted to pH 8.0 with aqueous sodium bicarbonate and extracted twice with chloroform. The combined extract was washed with water, dried over magnesium sulfate and evaporated under reduced pressure. The resultant residue was subjected to column chromatogeaphy on silica gel (60 g) eluting with a mixture of chloroform and methanol (50:1) to give an oily product. The oily product was triturated twice in diethyl ether and then in the mixture of diethyl ether and isopropyl alcohol (2:1) to give powder of 2-(5-methylimidazol-1-yl)methyl-1-phenyl- 1H-benzimidazole (0.65 g).

1. temperaturewas refluxed for 48 hours
2. customAfter removal of the solvent
3. customto give powder, which
4. temperaturerefluxed for 15 minutes
5. extractionThe resultant mixture was extracted twice with chloroform
6. extractionThe combined organic layer was extracted twice with 1 N hydrochloric acid
7. extractionextracted twice with chloroform
8. extractionThe combined extract
9. washwas washed with water
10. dry with materialdried over magnesium sulfate
11. customevaporated under reduced pressure
12. washeluting with a mixture of chloroform and methanol (50:1)
13. customto give an oily product
14. customThe oily product was triturated twice in diethyl ether
15. additionin the mixture of diethyl ether and isopropyl alcohol (2:1)