3-Nitrobenzenesulfonyl chloride → 8-m-Nitrobenzenesulfonamido-1,3,6-naphthalenetrisulfonic acid

HRID 263021

Reaktionsgleichung

Reaktionsgleichung von HRID 263021
[NH2:1][C:2]1[CH:3]=[C:4]([S:20]([OH:23])(=[O:22])=[O:21])[CH:5]=[C:6]2[C:11]=1[C:10]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:9][C:8]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:7]2.C1C(N=NC2C(=O)N(C3C=CC(S([O-])(=O)=O)=CC=3)N=C2C([O-])=O)=CC=C(S([O-])(=O)=O)C=1.[Na+].[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+].[N+:64]([C:67]1[CH:68]=[C:69]([S:73](Cl)(=[O:75])=[O:74])[CH:70]=[CH:71][CH:72]=1)([O-:66])=[O:65]>O>[N+:64]([C:67]1[CH:68]=[C:69]([S:73]([NH:1][C:2]2[CH:3]=[C:4]([S:20]([OH:23])(=[O:22])=[O:21])[CH:5]=[C:6]3[C:11]=2[C:10]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:9][C:8]([S:16]([OH:19])(=[O:17])=[O:18])=[CH:7]3)(=[O:75])=[O:74])[CH:70]=[CH:71][CH:72]=1)([O-:66])=[O:65]

Komponenten

6

Edukt 4

HCID 84763-Nitrobenzenesulfonyl chloride2×HCID 10340Sodium Carbonate2×HCID 649518-Aminonaphthalene-1,3,6-trisulfonic acidHCID 164825Tartrazine

Produkt 1

HCID 131521328-m-Nitrobenzenesulfonamido-1,3,6-naphthalenetrisulfonic acidAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a stirred solution of 21.9 g of 8-amino-1,3,6-naphthalenetrisulfonic acid, trisodium salt and 11.4 g of anhydrous sodium carbonate in 280 ml of water is added 24.0 g of m-nitrobenzenesulfonyl chloride. The mixture is stirred at room temperature for 16 hours, then an additional 1.0 g of sodium carbonate and 2.0 g of m-nitrobenzenesulfonyl chloride are added and stirring is continued for 3 hours longer. The mixture is evaporated and the residue is dissolved in 200 ml of water. A copious amount of absolute ethanol is added and the solid formed is collected and washed with ethanol and ether, then is dried to yield 26.1 g of 8-m-nitrobenzenesulfonamido-1,3,6-naphthalenetrisulfonic acid, trisodium salt.

Aufarbeitung

  1. stirringstirring
  2. waitis continued for 3 hours
  3. customThe mixture is evaporated
  4. dissolutionthe residue is dissolved in 200 ml of water
  5. additionA copious amount of absolute ethanol is added
  6. customthe solid formed
  7. customis collected
  8. washwashed with ethanol and ether
  9. customis dried

Quellen und Nachweise

ORD-Eintrag
ord-b6c96d7184f74365b3e4508560a23ee9
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04155931

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