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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210619Generated: October 26, 2026

3-Aminobenzenesulfonic acid → 2-Amino-5-methoxybenzenesulfonic acid

https://huagongshe.com/reaction/2210619

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Aminobenzenesulfonic acidHCID 8474—
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-5-hydroxynaphthalene-1,7-disulphonic acidHCID 81024—
Reactant4,5,6-Trifluoro-1,2,3-triazineHCID 13899144—
SolventWaterHCID 962—
Product2-Amino-5-methoxybenzenesulfonic acidHCID 83260—

Reaction Steps

31.9 g of 2-amino-5-hydroxy-naphthalene-1,7-disulphonic acid are dissolved in 400 ml of water to give a neutral solution. 300 g of ice are then added, and 8.8 ml of trifluorotriazine are allowed to run in, a pH of 4.0-4.5 being maintained with 15% strength sodium carbonate solution. The mixture is subsequently stirred for 5 minutes, a neutral solution of 17.3 g of m-sulphanilic acid is then added, and a pH of 5.0-5.5 is maintained with 15% strength sodium carbonate solution. During the acylation, the temperature is allowed to rise to 15°-20°. A diazo compound obtained by the customary route by diazotisation of 20.3 g of 1-amino-4-methoxy-benzene-2-sulphonic acid is added to the resulting solution of the reaction product of the formula ##STR17## at 5°-10°, the pH simultaneously being kept at pH 7.0-7.5 by sprinkling in sodium bicarbonate. When the coupling has ended, the dyestuff of the formula ##STR18## is salted out, filtered off with suction, dried and ground. The red dyestuff powder dissolves readily in water and dyes cotton a clear scarlet (colour code number 6) by a process customary for reactive dyestuffs.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05459246
Source datasetuspto-grants-1995_10
ORD IDord-63c74d09286d44088e75b436244f8053
Source noteuspto-grants-1995_10