Imidazole → 1-(3-nitrophenyl)-1H-imidazole

Participants

Reaction Conditions

Reaction Steps

A mixture of 1 -iodo-3-nitrobenzene (90g, 0.36mol), imidazole (54g, 0.79mol), potassium carbonate (54g, 0.39mol) and finely divided copper powder (1 g) is heated to 200° C. The melt is stirred for 2 hours under nitrogen. During the reaction water vapor is trapped by molecular sieves, placed between the reaction vessel and the condenser. Following the reaction the mixture is cooled to 100° C. and water is added. The mixture is allowed to cool to room temperature and the crude product is filtered off and dried. Recrystallization from toluene (200-250ml) affords pure 3-(1-imidazolyl)nitrobenzene (54.2g, 79%). Mp 101-102° C.

Provenance & Evidence