Urea → 4-Nitroaniline

Participants

Reaction Conditions

Reaction Steps

A 100 ml three-neck reactor equipped with a condenser and a thermometer was filled with 3.60 g (60 mmol) of urea, 1.50 g of potassium carbonate, 3.96 g (60 mmol) of potassium hydroxide, 0.3034 g of pyrene, and 25 g of DMSO. Then, the resulting mixture was heated to 90° C. while stirring under an oxygen atmosphere. Once the reaction temperature reached 90° C., a mixed solution of 2.48 g (20 mmol) of nitrobenzene and 5 g of DMSO was slowly added dropwise over a period of time of 5 to 10 minutes via a syringe. Then, a temperature was cautioned to keep 90±4° C. while adding a nitrobenzene solution. For a quantitative analysis, a sample was taken out and dissolved in 2.5 ml of ethyl acetate containing a small amount of water, and moisture was then removed from the resulting solution with magnesium sulfate (MgSO4). The quantitative analysis has shown that 4-nitrosoaniline and 4-nitroaniline were obtained in yields of 87 mole % and 12 mole %, respectively, based on nitrobenzene.

Provenance & Evidence