Group of substances:

Structural formula as text:

Synthesis 1:

506 g (2.0 mole) of finely powdered potassium salt of N-acetylsulfanilic acid is gradually added into 1500 g of sulfuric acid (sp. gr. 1.84; 98% by weight). The mixture is stirred vigorously and heated to 50°C to dissolve the salt. The temperature is reduced to 5°C by means of an ice-salt bath. Then, a mixture of 150 g (2.0 mole) of 85% nitric acid and 150 g of sulfuric acid (sp. gr. 1.84; 98% by weight) is added dropwise.

Once all the mixed acids have been added, the reaction mixture is stirred for an additional 3—4 hours and then allowed to stand overnight. The mixture is then slowly poured on 7 kg of finely crushed ice, causing small amounts of dinitroaniline to precipitate.

To the cleared mixture 138 g (1 mole) of potassium carbonate is added, and the solution is then neutralized with finely powdered marble. The mixture is boiled, filtered hot to remove gypsum, and washed repeatedly with hot water. The filtrates are then evaporated over a direct flame. Upon the addition of potassium chloride, potassium 4-acetamido-3-nitrobenzenesulfonate precipitates.

Yield: 550 g (92%).

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© Collected Ruslan Anatolievich Kiper, burewestnik@mail.ru