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.

Source

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Combining and heating the reagents

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Nitration with the conc. acids

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The solution after nitration

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Pouring the mixture into ice water with stirring

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The crude product contains some of the other isomers

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