Reaktion #364648

Reaktionsgleichung

methyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-oxo-2,3-dihydrobenzimidazole-7-carboxylate

phosphorus oxychloride

→

needles

Ausbeute 28.0%

Methyl 2-chloro-1-[(2′-cyanobiphenyl-4-yl)methyl]benzimidazole-7-carboxylate

Ausbeute 28.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturunder reflux for 8 hours
3. 3
   EinengenThe reaction mixture was concentrated
4. 4
   workup.ADDITIONthe resulting residue was poured into ice-water
5. 5
   ExtraktionThe mixture was extracted with chloroform
6. 6
   WaschenThe extract was washed with water
7. 7
   Sonstigedried
8. 8
   Sonstigeevaporated
9. 9
   SonstigeThe residue was purified by column chromatography on silica gel
10. 10
    Sonstigeto give crystals, which
11. 11
    Sonstigewere recrystallized from chloroform—methanol

Vorschrift

A mixture of methyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-oxo-2,3-dihydrobenzimidazole-7-carboxylate (8.02 g) in phosphorus oxychloride (30 ml) was heated under reflux for 8 hours. The reaction mixture was concentrated and the resulting residue was poured into ice-water. The mixture was extracted with chloroform. The extract was washed with water, dried and evaporated. The residue was purified by column chromatography on silica gel to give crystals, which were recrystallized from chloroform—methanol to afford colorless needles (2.2 g, 28%), m.p. 154-157° C.

Quelle