3-Aminobenzenesulfonic acid → 2-Amino-1,5-naphthalenedisulfonic acid

HRID 2210623

Reaktionsgleichung

Reaktionsgleichung von HRID 2210623
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([S:13]([OH:16])(=[O:15])=[O:14])=[CH:7][C:8]=2O)[C:3]=1[S:17]([OH:20])(=[O:19])=[O:18].FC1N=NN=C(F)C=1F.C(=O)([O-])[O-].[Na+].[Na+].S(O)(=O)(C1C=CC=C(N)C=1)=O>O>[NH2:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6]([S:13]([OH:16])(=[O:14])=[O:15])=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]=1[S:17]([OH:20])(=[O:19])=[O:18]

Komponenten

6

Edukt 4

HCID 84743-Aminobenzenesulfonic acidHCID 10340Sodium Carbonate2×HCID 810242-Amino-5-hydroxynaphthalene-1,7-disulphonic acidHCID 138991444,5,6-Trifluoro-1,2,3-triazine

Produkt 1

HCID 83382-Amino-1,5-naphthalenedisulfonic acidAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

31.9 g of 2-amino-5-hydroxynaphthalene-1,7-disulphonic acid are dissolved in 400 ml of water under neutral conditions. 300 g of ice are then added, and 8.8 ml of trifluorotriazine are run in while maintaining a pH of 4.0 to 4.5 with 15% strength sodium carbonate solution. Stirring is continued for 5 minutes, and a neutral solution of 17.3 g of m-sulphanilic acid is then added while maintaining a pH of 5.0 to 5.5 with 15% strength sodium carbonate solution. During acylation, the temperature is allowed to rise to 15° to 20°. A diazo compound obtained in the usual manner by diazotisation of 30.3 g of 2-aminonaphthalene-1,5-disulphonic acid is added to the resulting solution of the reaction product of the formula ##STR15## at 5° to 10°, while simultaneously maintaining the pH at 7.0 to 7.5 by sprinkling in sodium bicarbonate. After coupling is complete, the dyestuff of the formula ##STR16## is salted out, filtered off with suction, dried and milled.

Aufarbeitung

  1. customto rise to 15° to 20°

Quellen und Nachweise

ORD-Eintrag
ord-99e5f17fa37448a69ea6137be3748fa9
Quelldatensatz
uspto-grants-1995_10
Patentnummer
US05459245

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