2645-02-5

Usage

Uses

Used in Pharmaceutical Synthesis:
Methyl 2-(4-methylphenylsulfonamido)acetate is utilized as a key intermediate in the synthesis of various pharmaceuticals, leveraging its potential to form biologically active compounds. Its unique structure allows for the creation of new drugs with specific therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, Methyl 2-(4-methylphenylsulfonamido)acetate is employed as a precursor in the development of pesticides and other crop protection agents, contributing to the advancement of effective and targeted agricultural solutions.
Used as a Reagent in Organic Chemistry:
Methyl 2-(4-methylphenylsulfonamido)acetate also serves as a reagent in organic chemistry, particularly in reactions that involve the formation of amide and ester compounds. Its reactivity makes it a valuable tool for creating a range of chemical products with diverse applications.

Upstream product

• 67-56-1 methanol 
• 1080-44-0 N-Tosylglycine 
• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 63366-76-7 (toluene-4-sulfonylamino)acetic acid benzyl ester 
• 941-55-9 4-toluenesulfonyl azide 
• 36850-80-3 [(1-methoxyvinyl)oxy]trimethylsilane 
• 18522-92-4 sodium p-toluenesulfonamide 
• 104-15-4 toluene-4-sulfonic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 21978-63-2 1H-benzo[d][1,2,3]triazol-1-yl 4-methanebenzenesulfonate 
• 616-34-2 methoxycarbonylmethylamine 
• 20992-37-4 ethyl (2E)-cyano({[(4-methylphenyl)sulfonyl]oxy}imino)acetate 
• 61985-23-7 methyl 1-imidazolecarboxylate 
• 1738-68-7 Gly-OBz 

Downstream Products

• 99069-24-6 N-nitroso-N-(toluene-4-sulfonyl)-glycine methyl ester 
• 100371-35-5 p-toluenesulfonylglycine isopropyl ester 
• 100129-93-9 N-(toluene-4-sulfonyl)-glycine-(2-chloro-ethyl ester) 
• 125700-20-1 α-methoxy-N-(4-toluenesulphonyl)-glycine methyl ester 
• 59724-90-2 (toluene-4-sulfonylimino)-di-acetic acid dimethyl ester 
• 244168-28-3 4-methylphenylsulfonamido-N-methoxy-N-methylacetamide 
• 769923-44-6 [(2-cyclopropylidene-propyl)-(toluene-4-sulfonyl)-amino]-acetic acid methyl ester 
• 769923-41-3 [(2-cyclopropylidene-1-methyl-ethyl)-(toluene-4-sulfonyl)-amino]-acetic acid methyl ester 
• 922190-43-0 methyl 2-(4-methyl-N-(3-phenylprop-2-ynyl)phenylsulfonamido)acetate 
• 934621-66-6 ethyl 2-({(2-methoxy-2-oxoethyl)[(4-methylphenyl)sulfonyl]amino}methyl)-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate 
• 915230-27-2 3-hydroxy-4-isopropyl-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 945740-52-3 2-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-6-phenoxy-benzoic acid methyl ester 
• 945740-62-5 3-iodo-2-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-benzoic acid methyl ester 
• 945740-88-5 4-benzyl-2-{[methoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-methyl}-benzoic acid methyl ester 

Relevant academic research and scientific papers

A practical method for N-cyanation of secondary amines and sulfonamides

Cyanamides are an important class of molecules. This work describes a facile synthesis of disubstituted cyanamides. Here, readily accessible 1-cyano-1, 2-benziodoxol-3-(1H)-one (CBX) was applied as a stable electrophilic cyanation reagent. Diverse secondary amines were effectively cyanated. Moreover, secondary sulfonamides proved to be suitable substrates and were readily converted to N-alkyl(aryl)-N-arylsulfonyl-cyanamides, as the significant building blocks of the organic transformation.

Nitroxyl Catalysts for Six-Membered Ring Bromolactonization and Intermolecular Bromoesterification of Alkenes with Carboxylic Acids

We developed a nitroxyl-catalyzed bromoesterification of alkenes with bromo reagents, which includes a six-membered ring bromolactonization of alkenyl carboxylic acids catalyzed by AZADO as the nitroxyl radical catalyst, and an intermolecular bromoesterification of alkenes with carboxylic acids using NMO as the N-oxide catalyst. We also accomplished a remote diastereoselective bromohydroxylation via an AZADO-catalyzed six-membered ring bromolactonization and a subsequent ring cleavage reaction with alkylamines to furnish ?-bromo-δ-hydroxy amides with high diastereoselectivity.

Catalyst-Free Visible-Light-Mediated Iodoamination of Olefins and Synthetic Applications

Herein we report a catalyst- and metal-free visible-light-mediated protocol enabling the iodoamination of miscellaneous olefins. This protocol is characterized by high yields under environmentally benign reaction conditions utilizing commercially available substrates and a green and biodegradable solvent. Furthermore, the protocol allows for late-stage functionalization of bioactive molecules and can be scaled to gram quantities of product, which offers manifold possibilities for further transformations, including morpholine, piperidine, pyrrolidine, and aziridine synthesis.

ANTIVIRAL 1,3-DI-OXO-INDENE COMPOUNDS

The invention provides compounds of Formula (I): as described herein, along with pharmaceutically acceptable salts, pharmaceutical compositions containing such compounds, and methods to use these compounds, salts and compositions for treating viral infections.

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Synthesis and Formation Mechanism of a Compound with an Unprecedented Skeleton: Dodecahydro-4,10:5,9-diepoxydipyrrolo[3,4-b:3′,4′-f][1,5]diazocine

The reaction of N-(2-{[(tert-butyldimethylsilyl)oxy]imino}ethyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide (6b) with BF3·OEt2 afforded a compound with an unprecedented dodeca-hydro-4,10:5,9-diepoxydipyrrolo[3,4-b:3′,4′-f]

Synthesis, Characterization, and Reactivity of an Ethynyl Benziodoxolone (EBX)-Acetonitrile Complex

The synthesis of a crystalline ethynyl-1,2-benziodoxol-3(1H)-one (EBX)-acetonitrile complex is described. EBX has been widely used as an active species for a variety of reactions; however, its high instability has so far prevented its isolation. The EBX-acetonitrile is self-assembled into a double-layered honeycomb structure through weak hypervalent iodine secondary interactions and hydrogen bonding. The N-ethynylation of a variety of sulfonamides using the EBX-acetonitrile complex as a substrate under mild conditions is also described.

Unified Approach to the Chemoselective α-Functionalization of Amides with Heteroatom Nucleophiles

Functionalization at the α-position of carbonyl compounds has classically relied on enolate chemistry. As a result, the generation of a new C-X bond, where X is more electronegative than carbon requires an oxidation event. Herein we show that, by rendering the α-position of amides electrophilic through a mild and chemoselective umpolung transformation, a broad range of widely available oxygen, nitrogen, sulfur, and halogen nucleophiles can be used to generate α-functionalized amides. More than 60 examples are presented to establish the generality of this process, and calculations of the mechanistic aspects underline a fragmentation pathway that accounts for the broadness of this methodology.

Synthesis of Indolizine and Pyrrolo[1,2- a]azepine Derivatives via a Gold(I)-Catalyzed Three-Step Cascade

Linear N-alkenyl or alkynyl N-sulfonyl 1-aminobut-3-yn-2-ones are converted into bicyclic indolizines and pyrrolo[1,2-a]azepine-type alkaloids upon gold(I) catalysis (17 examples, 10-85%). The reaction cascade allowed formation of C-N, O-S, and C-C bonds via a cycloisomerization/sulfonyl migration/cyclization process using 10 mol % of [(2-biphenyl)di-tert-butylphosphine]gold(I) triflimide complex in dichloromethane.

Sulfonyl Azides as Precursors in Ligand-Free Palladium-Catalyzed Synthesis of Sulfonyl Carbamates and Sulfonyl Ureas and Synthesis of Sulfonamides

(Chemical Equation Presented). An efficient synthesis of sulfonyl carbamates and sulfonyl ureas from sulfonyl azides employing a palladium-catalyzed carbonylation protocol has been developed. Using a two-chamber system, sulfonyl azides, PdCl2, and CO gas, released ex situ from Mo(CO)6, were assembled to generate sulfonyl isocyanates in situ, and alcohols and aryl amines were exploited as nucleophiles to afford a broad range of sulfonyl carbamates and sulfonyl ureas. A protocol for the direct formation of substituted sulfonamides from sulfonyl azides and amines via nucleophilic substitution was also developed.