Hydrochloric Acid → Anilinium 2-mercaptobenzenesulfonate

HRID 867966

반응식

HRID 867966 반응식
[OH-].[Na+].[NH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([OH:13])(=[O:12])=[O:11].Cl.N([O-])=O.[Na+].[S].O.O.O.O.O.O.O.O.O.[S-2:29].[Na+].[Na+]>O>[SH:29][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([O-:13])(=[O:12])=[O:11].[NH3+:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 69262-Aminobenzenesulfonic acidHCID 14798Sodium HydroxideHCID 73972Sodium sulfide nonahydrateHCID 5362487SulfurHCID 23668193Sodium Nitrite

생성물 1

HCID 21289555Anilinium 2-mercaptobenzenesulfonate수율 38%

시약·촉매·용매 1

HCID 962Water용매3회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-886906cb610f463c99f8abbf096bea0e
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777267

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