Hydrochloric Acid → Anilinium 2-mercaptobenzenesulfonate

Sodium hydroxide (4.01 g) was dissolved in 100 ml of water, and 17.32 g of 2-aminobenzenesulfonic acid was dissolved in the solution. Then, 20 ml of conc. hydrochloric acid was added. To the resulting suspension a solution of 6.90 g of sodium nitrite in 20 ml of water was gradually added at 1° to 3° C. to give the suspension of the diazonium salt. On the other hand, 3.21 g of sulfur and 24.0 g of sodium sulfide nonahydrate were co-melted and then dissolved in 100 ml of water. The suspension of the diazonium salt was added to the above solution, and the mixture was heated. After bubbling ceased, the temperature of the reaction mixture was returned to room temperature, and the insoluble materials were separated by filtration. The filtrate was concentrated to dryness, and the residue was dissolved in 200 ml of methanol. The insoluble materials were separated by filtration, and the solvent was evaporated under reduced pressure. The residue was dissolved in 120 ml of water, and 30 ml of acetic acid and 20 g of zinc were added. The insoluble materials were separated by filtration, and the reaction mixture was extracted with a mixed solvent of aniline and benzene (1/1, v/v). The solvent was evaporated under reduced pressure, and the resulting resinous product was stirred in about 150 ml of benzene. The resulting powder was collected by filtration, and crystallized from methanol to give 5.39 g of anilinium 2-mercaptobenzenesulfonate as colorless crystals.

1. customto give
2. additionwas added to the above solution
3. temperaturethe mixture was heated
4. customAfter bubbling
5. customwas returned to room temperature
6. customthe insoluble materials were separated by filtration
7. concentrationThe filtrate was concentrated to dryness
8. dissolutionthe residue was dissolved in 200 ml of methanol
9. customThe insoluble materials were separated by filtration
10. customthe solvent was evaporated under reduced pressure
11. dissolutionThe residue was dissolved in 120 ml of water
12. addition30 ml of acetic acid and 20 g of zinc were added
13. customThe insoluble materials were separated by filtration
14. extractionthe reaction mixture was extracted with a mixed solvent of aniline and benzene (1/1
15. customThe solvent was evaporated under reduced pressure
16. filtrationThe resulting powder was collected by filtration
17. customcrystallized from methanol

ORDレコード

ord-886906cb610f463c99f8abbf096bea0e

出典データセット

uspto-grants-1988_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04777267