5042-33-1

Usage

Uses

Used in Dye and Pigment Production:
2-NITROANILINE-4-SULFONIC ACID SODIUM SALT is used as a key intermediate in the synthesis of azo dyes, which are known for their vibrant color and wide-ranging applications in various industries.
Used in Textile Industry:
In the textile industry, 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT is used as a dye component for coloring fabrics. Its role in azo dyes contributes to the production of textiles with a broad spectrum of colors and hues.
Used in Plastics Industry:
2-NITROANILINE-4-SULFONIC ACID SODIUM SALT is used as a pigment in the plastics industry to impart color to plastic materials, enhancing their visual appeal and customizability.
Used in Printing Inks:
In the printing industry, 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT is used as a colorant in inks to ensure vibrant and long-lasting prints on various substrates.
Used in Organic Synthesis:
2-NITROANILINE-4-SULFONIC ACID SODIUM SALT is also used as an intermediate in the synthesis of various organic compounds, highlighting its versatility in chemical processes.
Safety Note:
It is crucial to handle 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT with care due to its toxic nature, which can cause skin, eye, and respiratory irritation. Proper safety measures should be implemented during its use to minimize health risks.

InChI:InChI=1/C6H6N2O5S.Na/c7-5-2-1-4(14(11,12)13)3-6(5)8(9)10;/h1-3H,7H2,(H,11,12,13);/q;+1/p-1

Synthetic route

ethyl<(4-chlorosulfonyl-2-nitro)phenyl>carbamate (84202-48-2) → sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1)

Conditions	Yield
With hydrogenchloride; sodium hydroxide 1.) ethanol, reflux, 4 h, 2.) water; Multistep reaction;

N-carboethoxyaniline (101-99-5) → sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: 72 percent / chlorosulfonic acid / 3 h / 55 - 65 °C 2: NaNO3, conc. H2SO4 / 3 h / 0 - 5 °C 3: 1.) aq. NaOH, 2.) hydrochloric acid / 1.) ethanol, reflux, 4 h, 2.) water View Scheme

ethyl 4-(chlorosulfonyl)phenylcarbamate (21208-62-8) → sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaNO3, conc. H2SO4 / 3 h / 0 - 5 °C 2: 1.) aq. NaOH, 2.) hydrochloric acid / 1.) ethanol, reflux, 4 h, 2.) water View Scheme

N-(ethoxycarbonyl)-2-nitroaniline (2621-84-3) → sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 0.39 g / chlorosulfonic acid 2: 1.) aq. NaOH, 2.) hydrochloric acid / 1.) ethanol, reflux, 4 h, 2.) water View Scheme

sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1) → 4-amino-3-nitrobenzenesulfonyl chloride (84202-56-2)

Conditions	Yield
With trichlorophosphate	87%

sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1) → 3,4-diaminobenzenesulfonic acid monohydrochloric acid

Conditions	Yield
With tin(ll) chloride at 70℃; Reduction;

sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1) → nitrilotris(2-benzimidazolylmethyl-6-sulfonate)

Conditions	Yield
Multi-step reaction with 2 steps 1: SnCl2 / 70 °C 2: HCl; water / 96 h / Heating View Scheme

2-(3-sulfopropylthio)-5-acetylaminoaniline + sodium salt of 4-amino-3-nitrobenzenesulfonic acid (5042-33-1) → C17H19N5O9S3

Conditions	Yield
Stage #1: sodium salt of 4-amino-3-nitrobenzenesulfonic acid With hydrogenchloride; sodium nitrite In water for 0.5h; pH=4 - 5; Stage #2: 2-(3-sulfopropylthio)-5-acetylaminoaniline With sodium carbonate In water for 3.08333h; pH=3 - 5;

Upstream product

• 101-99-5 N-carboethoxyaniline 
• 2621-84-3 N-(ethoxycarbonyl)-2-nitroaniline 
• 21208-62-8 ethyl 4-(chlorosulfonyl)phenylcarbamate 
• 84202-48-2 ethyl<(4-chlorosulfonyl-2-nitro)phenyl>carbamate 

Downstream Products

• 84202-56-2 4-amino-3-nitrobenzenesulfonyl chloride 

Relevant academic research and scientific papers

The Preparation of Sodium 4-Amino-3-nitrobenzenesulfonate and Some Related Compounds

The sodium salt of 4-amino-3-nitrobenzenesulfonic acid (o-nitroaniline-p-sulfonic acid) has been prepared by the action of dilute sodium hydroxide solution on ethyl carbamate.Central to this synthesis is the finding that the N-ethoxycarbonyl group, when located ortho to a nitro group (but not to a bromo group), is readily removed by dilute sodium hydroxide solution.