Reaktion #1747869

Reaktionsgleichung

4-iodobenzoyl chloride

o-aminodiphenylamine

ammonia

→

N-Phenyl-2-(4-iodophenyl)benzimidazole

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeformed from 85-90° C
2. 2
   Sonstige(5 min)
3. 3
   TemperaturAfter cooling
4. 4
   FiltrationThe precipitate was filtered off with suction
5. 5
   Waschenwashed with ethanol
6. 6
   workup.STIRRINGstirred up again in 400 ml of ethanol
7. 7
   Sonstigewhich formed a solution which
8. 8
   TemperaturAfter cooling to 5-10° C.
9. 9
   Filtrationthe precipitate was filtered off with suction
10. 10
    Waschenwashed with cold ethanol
11. 11
    Sonstigedried at 75° C. in a vacuum
12. 12
    Sonstigedrying cabinet
13. 13
    Sonstigewere obtained

Vorschrift

37.47 g (136 mmol) of 97% 4-iodobenzoyl chloride and 12.82 g (68.2 mmol) of 98% o-aminodiphenylamine were heated to 100° C., in the course of which a stirrable melt formed from 85-90° C. Once the gas evolution had ended (5 min), the melt solidified. The reaction mixture was kept at 100° C. for another 3 hours. After cooling, it was admixed with 100 ml of ethanol with stirring. The precipitate was filtered off with suction, washed with ethanol and stirred up again in 400 ml of ethanol. The suspension was heated to 75° C., which formed a solution which was adjusted to pH 8 with 29 ml of 25% ammonia. After cooling to 5-10° C., the precipitate was filtered off with suction, washed with cold ethanol and dried at 75° C. in a vacuum drying cabinet. 18.37 g (68% of theory) of light gray microcrystals having an m.p. of 178-181° C. were obtained.

Quelle