Sulfuric Acid → 2-Amino-p-benzenedisulfonic acid

HRID 1034370

反応式

HRID 1034370 の反応式
[Na].Cl[C:3]1[CH:8]=[CH:7][C:6]([S:9]([OH:12])(=[O:11])=[O:10])=[CH:5][C:4]=1[N+:13]([O-])=O.[OH-].[Na+].[S:18]([O-:21])([O-:20])=[O:19].[Na+].[Na+].[Cl-].[Na+].C(=O)([O-])[O-].[Na+].[Na+].S(=O)(=O)(O)O>O.[Fe].C(O)(=O)C>[NH2:13][C:4]1[CH:5]=[C:6]([S:9]([OH:12])(=[O:11])=[O:10])[CH:7]=[CH:8][C:3]=1[S:18]([OH:21])(=[O:20])=[O:19]

参加物

11

反応物 7

HCID 1118Sulfuric AcidHCID 5234Sodium ChlorideHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 67132Benzenesulfonic acid, 4-chloro-3-nitro-HCID 5360545Sodium

生成物 1

HCID 609882-Amino-p-benzenedisulfonic acid収率 76%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

反応条件

温度
24 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-00f5b7a33f90478dba965513c1ae5feb
出典データセット
uspto-grants-1994_05
特許番号
US05315036

関連ノート

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