10355-06-3

Usage

Uses

Used in Chemical Synthesis:
Benzene, 1-methyl-3-(methylsulfonyl)-, is employed as a key intermediate in the synthesis of various organic compounds, particularly in the production of pharmaceuticals and dyes. Its unique structure allows for versatile chemical reactions, making it a valuable component in the creation of a wide range of chemical products.
Used in Solvent Applications:
Benzene, 1-methyl-3-(methylsulfonyl)serves as a solvent in certain industrial processes due to its ability to dissolve other substances. Its solubility properties are beneficial in various chemical reactions and manufacturing procedures, facilitating the production of different types of products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, Benzene, 1-methyl-3-(methylsulfonyl)-, is utilized in the development and manufacturing of specific drugs. Its chemical properties make it suitable for use in medicinal chemistry, contributing to the formulation of new therapeutic agents.
Used in Dye Production:
Benzene, 1-methyl-3-(methylsulfonyl)also finds application in the dye industry, where it is used in the production of various types of dyes. Its aromatic and sulfone characteristics enable it to contribute to the color and stability of the dyes produced.

Upstream product

• 4886-77-5 3-methylthioanisole 
• 13150-71-5 (+/-)-methyl m-tolyl sulfoxide 
• 1899-93-0 3-methylphenylsulfonyl chloride 
• 74-88-4 methyl iodide 
• 108-88-3 toluene 
• 7143-01-3 Methanesulfonic anhydride 
• 4284-47-3 N-(4-methylphenyl)methanesulfonamide 
• 625-95-6 3-Iodotoluene 
• 67-68-5 dimethyl sulfoxide 
• 591-17-3 meta-bromotoluene 
• 110-05-4 di-tert-butyl peroxide 
• 15898-38-1 sodium 3-methylbenzenesulfinate 
• 20277-69-4 sodium methansulfinate 
• 17933-03-8 m-tolylboronic acid 

Downstream Products

• 1206713-03-2 [6-bromo-7-(3-methanesulphonylbenzyloxy)quinazolin-4-yl](isopropyl)amine 
• 851785-28-9 methyl (S)-2-amino-3-(3-(methylsulfonyl)phenyl)propanoate 
• 253342-48-2 4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane 
• 1206713-19-0 (E/Z)-N'-[2-cyano-5-(3-methanesulphonylbenzyloxy)-4-bromophenyl]-N,N-dimethylformamidine 
• 82657-76-9 1-(bromomethyl)-3-(methylsulfonyl)benzene 
• 923001-90-5 (1R,5R)-1-(3-methylphenylsulfonyl)bicyclo[3.1.0]hexan-2-one 
• 923001-82-5 1-diazo-1-(3-methylphenylsulfonyl)-5-hexen-2-one 
• 923001-98-3 1-(3-methylphenylsulfonyl)-5-hexen-2-one 
• 5345-27-7 3-(methylsulfonyl)benzoic acid 

Relevant academic research and scientific papers

Indium-catalysed aryl and alkyl sulfonylation of aromatics

Commercially available indium (III) triflate is shown to be an extremely efficient catalyst for the sulfonylation of both activated and deactivated aromatics.

Study of regioselective methanesulfonylation of simple aromatics with methanesulfonic anhydride in the presence of zeolite catalysts

Regioselective methanesulfonylation of simple aromatics using methanesulfonic anhydride can be achieved over zeolite catalysts. For example, methanesulfonylation of toluene over various cation-exchanged zeolite β catalysts affords higher para-selectivity in the synthesis of methyl tolyl sulfone than standard Friedel Crafts methanesulfonylation utilising aluminium chloride.

Regioselective methanesulfonylation of toluene catalysed by cation-exchanged zeolite β

The reaction of methanesulfonic anhydride with toluene over various cation exchanged zeolite beta catalysts affords higher para-selectivity and better yields of methyl tolyl sulfone than standard Friedel-Crafts sulfonylation utilising aluminium chloride.

Friedel-Crafts sulfonylation of aromatics catalysed by solid acids: An eco-friendly route for sulfone synthesis

A mild and efficient catalytic method for Friedel-Crafts sulfonylation of arenes to the corresponding sulfones using a catalytic amount of reusable solid acid and arene- or alkanesulfonyl chlorides, sulfonic anhydrides and sulfonic acids as sulfonylating agents is described. Solid acids enable formation of a sulfone by the reaction of a sulfonic acid and an arene for the first time. In pursuit of the development of the best catalytic system, various metal-exchanged K10 montmorillonites and synthetic zeolites such as zeolite beta, zeolite Y and ZSM-5 have been screened for Friedel-Crafts sulfone synthesis. Fe3+-montmorillonite in the family of clays and zeolite beta in the family of zeolites exhibit higher activity. The activity is correlated to the presence of the right mix of Bronsted and Lewis acidic sites. The regioselective sulfonylation of toluene and naphthalene are studied in which para and beta selectivities are observed respectively. The Royal Society of Chemistry 2000.

High Chemoselectivity in the Construction of Aryl Methyl Sulfones via an Unexpected C-S Bond Formation between Sulfonylhydrazides and Dimethyl Phosphite

A highly chemoselective route to aryl methyl sulfones via an unexpected C S bond formation between sulfonylhydrazides and dimethyl phosphite catalyzed by NaI under mild conditions has been established. This transformation provides an alternative and metal-free pathway to acquire various aryl methyl sulfones in good to excellent yields. Notably, dimethyl phosphite was employed as a stable and readily available alkyl source.

Synergistic cooperative effect of CF3SO2Na and bis(2-butoxyethyl)ether towards selective oxygenation of sulfides with molecular oxygen under visible-light irradiation

A safe, practical and eco-friendly method for the switchable synthesis of sulfoxides and sulfones through visible-light-initiated oxygenation of sulfides at ambient temperature under transition-metal-, additives-free and minimal solvent conditions. The synergistic catalytic efforts between CF3SO2Na and 2-butoxyethyl ether represents the key promoting factor for the reaction. This journal is

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.

Lifitegrast intermediate and preparation method thereof

The invention relates to the field of pharmaceutical and chemical production, and discloses a lifitegrast intermediate and a preparation method thereof. A reaction route of the preparation method is as described in the specification. The preparation metho

Aryl Methyl Sulfone Construction from Eco-Friendly Inorganic Sulfur Dioxide and Methyl Reagents

A three-component cross-coupling protocol of boronic acid, sodium metabisulfite, and dimethyl carbonate was developed for the construction of significant functional methyl sulfones, in which introduction of sulfur dioxide at the last stage was successfully achieved in one step. Inorganic sodium metabisulfite was used as an eco-friendly sulfur dioxide source. Green dimethyl carbonate was employed as methyl reagent in this transformation. Diverse functional methyl sulfones were obtained from various readily available boronic acids. Notably, the last-stage modification of pharmaceuticals and the synthesis of Firocoxib were efficiently established through this strategy.

A Class of Amide Ligands Enable Cu-Catalyzed Coupling of (Hetero)aryl Halides with Sulfinic Acid Salts under Mild Conditions

The amide derived from 4-hydroxy-l-proline and 2,6-dimethylaniline is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing the formation of a wide range of (hetero)aryl sulfones from the corresponding (hetero)aryl halides at considerably low catalytic loadings. The coupling of (hetero)aryl iodides and sodium methanesulfinate proceeds at room temperature with only 0.5 mol % CuI and ligand, representing the first example for Cu-catalyzed arylation at both low catalytic loading and room temperature.