5042-33-1

Basic information

• Product Name: 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT
• Synonyms: 4-amino-3-nitro-benzenesulfonicacimonosodiumsalt;sodium 3-nitrosulphanilate;2-Nitroaniline-4-sulphonicacid,sodiumsalt;2-NITRO-4-SULFONIC ACID SODIUM SALT;4-amino-5-nitrobenzenesulfonic acid, sodium salt;sodium 4-azanyl-3-nitro-benzenesulfonate;4-Amino-3-nitrobenzenesulfonic Acid Sodium Salt 2-Nitroaniline-4-sulfonic Acid Sodium Salt Sodium 4-Amino-3-nitrobenzenesulfonate;Benzenesulfonic acid,4-aMino-3-nitro-, sodiuM salt (1:1)
• CAS NO: 5042-33-1
• Molecular Formula: C₆H₅N₂O₅S*Na
• Molecular Weight: 240.17
• EINECS: 225-735-6
• Mol File: 5042-33-1.mol
• Article Data: 1

Chemical Properties

• Appearance: yellow brown crystals
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT(5042-33-1)
• EPA Substance Registry System: 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT(5042-33-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 5042-33-1(Hazardous Substances Data)

Usage

General Description

2-Nitroaniline-4-sulfonic acid sodium salt is a chemical compound that is commonly used in the production of dyes and pigments. It is a sodium salt of 2-nitroaniline-4-sulfonic acid, a derivative of aniline that contains a nitro group and a sulfonic acid group. 2-NITROANILINE-4-SULFONIC ACID SODIUM SALT is often employed in the manufacturing of azo dyes, which are widely used in textiles, plastics, and printing inks. It is also used as an intermediate in the synthesis of various organic compounds. However, it is important to handle this chemical with caution, as it is toxic and may cause irritation to the skin, eyes, and respiratory system.

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

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

Downstream Products

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

Relevant articles and documents

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.