56375-83-8

Usage

Uses

Used in Dye Production:
3,4-Dimethylaniline-6-sulfonic acid is used as a key component in the production of dyes, where it contributes to the formation of colored compounds. Its chemical structure allows for the creation of a diverse range of hues, making it a versatile ingredient in the dye industry.
Used in Pharmaceutical Synthesis:
3,4-Dimethylaniline-6-sulfonic acid is used as an intermediate in the synthesis of pharmaceuticals. Its unique chemical properties enable the development of new drug molecules, potentially leading to the creation of novel treatments for various medical conditions.
Used in Pesticide Production:
3,4-Dimethylaniline-6-sulfonic acid is also utilized in the production of pesticides. Its chemical structure can be manipulated to create compounds that are effective in controlling pests, thereby contributing to agricultural productivity and crop protection.
Safety Precautions:
Due to the nature of 3,4-Dimethylaniline-6-sulfonic acid, it is essential to maintain safety precautions while handling 3,4-Dimethylaniline-6-sulfonic acid. It is crucial to avoid contact, ingestion, or inhalation to prevent potential health hazards. Proper protective measures, such as wearing gloves and using respiratory protection, should be taken to minimize the risk of exposure.

InChI:InChI=1/C8H11NO3S/c1-5-3-7(9)8(4-6(5)2)13(10,11)12/h3-4H,9H2,1-2H3,(H,10,11,12)

Upstream product

• 532438-52-1 1,3-bis(3,4-dimethylphenyl)urea 
• 838840-40-7 4,5-dimethyl-2-nitro-benzenesulfonic acid 
• 95-64-7 4-amino-o-xylene 
• 2198-54-1 N-(3,4-dimethylphenyl)acetamide 
• 67013-53-0 3,4,3',4'-tetramethyldianilinium sulfate 
• 7664-93-9 sulfuric acid 

Downstream Products

• 90006-57-8 2-chloro-4,5-dimethyl-benzenesulfonic acid amide 

Relevant academic research and scientific papers

Sulfonation of arylamines: Part 11 - Preparation and thermal decomposition of ring-substituted arylammonium hydrogen sulfates

Eight ring-substituted arylammonium hydrogen sulfates (RSAHS) have been prepared by reacting corresponding arylamine with excess of conc. H2SO4. Their thermal decomposition has been investigated by TG and DSC techniques. The decomposition pathways have also been suggested.

Sulfonation of arylamines : Part VII-Kinetics of thermal decomposition of tetramethyldianilinium sulfates

Tetramethyldianilinium sulfates (TMDAS) have been prepared and characterised. Thermal decomposition of these salts has been studied by TO and kinetics evaluated using Prout-Tompkins equation. Activation energies of these salts are found to be linearly related to the pKa of the corresponding amine. It has been found that TMDAS give dimethylaminobenzenesulfonic acids (DMAB-SA) via solid state reaction induced by heat. A reaction scheme representing the thermal decomposition pathways of these salts has been suggested. The proton transfer (unimolecular elementary reaction) seems to be the primary step which is followed by a bimolecular step (sulfonalion) for the decomposition of these salts.

Studies of Reactions of Amines with Sulfur Trioxide. VI. Thermal Reactions of Anilinium, Dimethylanilinium, and Trimethylanilinium Salts of Butylamidosulfuric Acid

When the title compounds were heated in an evacuated reaction vessel, both transsulfonation and rearrangement occurred.At lower temperatures (80-120 deg C) the corresponding phenylamidosulfates and sulfophenylamidosulfates (transsulfonation products) were the main products.Increasing temperature led to the formation of ring mono- and disulfonates (rearrangement products) at the expense of the transsulfonation products.The sulfonate group always migrated to the ortho and/or para position(s) to the amino group.In no case was any meta-product detected.There was no significant difference in the ease of transsulfonation among the anilinium salts studied exept 2,6-dimethyl- and 2,4,6-trimethylanilinium salts.On the other hand, the ease of rearrangement and the orientation of ring sulfonation depended strongly on the structure of the substrate anilines.The thermal reactions of 2,4,6-trimethylanilinium butylamidosulfate produced (2,4,6-trimethylphenylimido)bis(sulfate) in addition to (2,4,6-trimethylphenylamido)sulfate.This is the first isolation of an arylimidobis(sulfate) from such reactions.Mechanisms of the transsulfonation and rearrangement have been discussed.

Zur Synthese sulfonierter Derivate von 2,3-Dimethylanilin und 3,4-Dimethylanilin

Baking the hydrogensulfate salt of 2,3-dimethylaniline (1) or of 3,4-dimethylaniline (2) led to 4-amino-2,3-dimethylbenzenesulfonic acid (4) and 2-amino-4,5-dimethylbenzenesulfonic acid (5), respectively (Scheme 1).The sulfonic acid 5 was also obtained by treatment of 2 with sulfuric acid or by reaction of 2 with amido-sulfuric acid. 3-Amino-4,5-dimethylbenzenesulfonic acid (3) and 5-amino-2,3-dimethylbenzenesulfonic acid (6) were prepared by sulfonation of 1,2-dimethyl-3-nitrobenzene (9) to 3,4-dimethyl-5-nitrobenzenesulfonic acid (11) and of 1,2-dimethyl-4-nitrobenzene (10) to 2,3-dimethyl-5-nitrobenzenesulfonic acid (12), respectively, with subsequent Bechamp reduction (Scheme 1).Preparations of 2-amino-3,4-dimethylbenzenesulfonic acid (7) and of 6-amino-2,3-dimethylbenzenesulfonic acid (8) were achieved by the sulfur dioxide treatment of the diazonium chlorides derived from 3,4-dimethyl-2-nitroaniline (24) and from 2,3-dimethyl-6-nitroaniline (31) to 3,4-dimethyl-2-nitrobenzenesulfonyl chloride (29) and 2,3-dimethyl-6-nitrobenzenesulfonyl chloride (32), respectively, followed by hydrolysis to 3,4-dimethyl-2-nitrobenzenesulfonic acid (30) and 2,3-dimethyl-6-nitrobenzenesulfonic acid (33), and final reduction (Scheme 3).Compound 7 was also synthesized by reaction of 4-chloro-2,3-dimethylaniline (23) with amidosulfuric acid to 2-amino-5-chloro-3,4-dimethylbenzenesulfonic acid (20) and subsequent hydrogenolysis (Scheme 2). 4'-Bromo-2',3'-dimethyl-acetanilide (13) and 4'-chloro-2',3'-dimethyl-acetanilide (14) on treatment with oleum yielded 5-acetylamino-2-bromo-3,4-dimethylbenzenesulfonic acid (17) and 5-acetylamino-2-chloro-3,4-dimethylbenzenesulfonic acid (18), respectively.Their structures were proven by hydrolysis to 5-amino-2-bromo-3,4-dimethylbenzenesulfonic acid (21) and 5-amino-2-chloro-3,4-dimethylbenzenesulfonic acid (22), followed by reductive dehalogenation to 3.Reaction of 1 with sulfuric acid gave a mixture of 3,4 and 7, whereas sulfonation of 2',3'-dimethyl-acetanilide with subsequent hydrolysis led to a mixture of 3 and 4.Treatment of 3',4'-dimethyl-acetanilide with oleum followed by hydrolysis resulted in the formation of mainly 5 and a small amount of unknown product.