Sulfuric Acid → 2-Amino-p-benzenedisulfonic acid

Temperature

24 °C

484 g of moist sodium salt of 4-chloro-3-nitrobenzene-1-sulphonic acid (with adhering sulphuric acid and sodium hydrogen sulphate), corresponding to 1 mol, were initially introduced in 650 ml of water and adjusted to a pH of 7 to 8 using 59 ml of 50% strength by weight sodium hydroxide solution. 147 g of anhydrous sodium sulphite (1.2 mol) were then added, and the reaction mixture was heated to boiling temperature and left at this temperature for 2 hours. 115 g of sodium chloride (1.97 mol) were then added, the mixture was cooled to 24° C. with stirring and the precipitate deposited was filtered off. The isolated solid was dissolved in 2,300 ml of water and this solution was added dropwise at 98° C. in the course of one hour to a mixture of 414 g of iron (7.4 mol), 150 ml of water and 2 ml of acetic acid. 20 minutes after completion of the addition, the reaction mixture was rendered alkaline with sodium carbonate and the iron oxide deposited was filtered off with suction. The iron oxide was then washed with 300 ml of warm water. The combined filtrates were warmed to 80° C., acidified with 182 ml of 78% strength by weight sulphuric acid (2.47 mol), which gave a pH of 0.5. The mixture was subsequently stirred at 80° C. for a further 30 minutes, then 1,600 ml of water were removed by distillation at 102° to 108° C. up to the start of crystallization. After cooling to 20° C. with stirring, the deposited precipitate was filtered off. 235 g of moist 2-aminobenzene-1,4-disulphonic acid were obtained in the form of pale-grey, coarse crystals. This corresponds to 192.2 g of 100% pure product and a yield of 76% of theory.

1. temperaturethe reaction mixture was heated
2. filtrationthe precipitate deposited was filtered off
3. dissolutionThe isolated solid was dissolved in 2,300 ml of water
4. addition20 minutes after completion of the addition
5. filtrationthe iron oxide deposited was filtered off with suction
6. washThe iron oxide was then washed with 300 ml of warm water
7. temperatureThe combined filtrates were warmed to 80° C.
8. customgave a pH of 0.5
9. stirringThe mixture was subsequently stirred at 80° C. for a further 30 minutes
10. custom1,600 ml of water were removed by distillation at 102° to 108° C. up to the start of crystallization
11. temperatureAfter cooling to 20° C.
12. stirringwith stirring
13. filtrationthe deposited precipitate was filtered off

ORD record

ord-00f5b7a33f90478dba965513c1ae5feb

Source dataset

uspto-grants-1994_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05315036