Synthesis of 4-Nitroacetanilide

To a 3-neck RBF add 34 g of acetanilide and 40 mL of glacial acetic acid, then heat with stirring to about 65°C to dissolve the acetanilide, then cool down to 40°C and add 50 mL of ice-cold sulfuric acid with stirring. Connect thermometer and addition funnel to the RBF. Cool down to 5°C in an ice bath, at the same time combine 20 mL of very cold nitric acid with 30 mL of very cold sulfuric acid, cool down to 0°C pour to the addition funnel. Start adding the nitration mixture slowly, the temperature must be kept below 20°C. After addition let the solution sit for 30 minutes, then pour the solution to 200 mL of ice water, stir for 5 minutes then filter. Recrystallize from water and ethanol mixture.



Combining and heating the reagents


Nitration with the conc. acids


The solution after nitration


Pouring the mixture into ice water with stirring


The crude product contains some of the other isomers

Scroll to top