p-Fluoronitrobenzene → 2-[(4-Nitrophenyl)thio]-1H-imidazole

Participants

Reaction Steps

To a mixture of 6.2 g (0.12 mmoles) of sodium methoxide and 90 ml of ethyl alcohol was added 5.8 g (0 058 mmoles) of 2-mercaptoimidazole. After stirring for 0.5 hour, 8.2 g (0.058 mole) of 1-fluoro-4-nitrobenzene was added and the mixture refluxed for 4 hours. The mixture was allowed to cool and filtered to give 5.0 g (39%) of the product. An additional 2.0 g (16%) of product was recovered from the filtrates. Recrystallization from dichloromethane/methanol gave the product as yellow rods. mp 207°-209° C.

Provenance & Evidence