7010-86-8

Usage

Uses

Used in Pharmaceutical Industry:
4-Methoxy-N-methylbenzenesulphonamide is used as a reagent and intermediate in the synthesis of various compounds for medicinal purposes. Its unique structure and properties make it a valuable component in the development of new drugs and pharmaceuticals.
Used in Medicinal Applications:
4-Methoxy-N-methylbenzenesulphonamide is studied for its potential use in the treatment of various medical conditions, including cancer and infectious diseases. Its pharmacological properties contribute to its potential as a therapeutic agent in these areas.
Used in Chemical Industry:
In the chemical industry, 4-Methoxy-N-methylbenzenesulphonamide is utilized in the production of other organic compounds. Its versatility and reactivity make it a key component in the synthesis of a range of chemical products.

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

Upstream product

• 210820-71-6 4-methoxy-benzenesulfonic acid-(methyl-nitroso-amide) 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 74-89-5 methylamine 
• 108-30-5 succinic acid anhydride 
• 1129-26-6 4-methoxybenzene sulfonamide 
• 74-88-4 methyl iodide 
• 593-51-1 methylamine hydrochloride 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 825-90-1 sodium p-hydroxybenzenesulfonate 
• 6140-09-6 sodium 4-methoxy-benzenesulfonate 
• 67-56-1 methanol 
• 100-61-8 N-methylaniline 
• 86674-09-1 C₈H₁₀N₂O₅S 

Downstream Products

• 210820-71-6 4-methoxy-benzenesulfonic acid-(methyl-nitroso-amide) 
• 53119-88-3 N-(2-Hydroxy-1-phenyl-ethyl)-4-methoxy-N-methyl-benzenesulfonamide 
• 53119-86-1 [(4-Methoxy-benzenesulfonyl)-methyl-amino]-phenyl-acetic acid methyl ester 
• 53119-84-9 (4-Methoxy-phenyl)-[methyl-(toluene-4-sulfonyl)-amino]-acetic acid methyl ester 
• 52260-06-7 N-Methyl-N-vinyl-p-methoxybenzolsulfonamid 
• 929205-76-5 N-methyl-2-iodo-4-methoxy-benzenesulfonamide 
• 929205-79-8 2-(4-hydroxy-but-1-ynyl)-4-methoxy-N-methyl-benzenesulfonamide 
• 929205-80-1 2-(5-hydroxy-pent-1-ynyl)-4-methoxy-N-methyl-benzenesulfonamide 
• 206258-26-6 4-[methyl-(4-methoxy-benzenesulfonyl)-amino]-8-bromo-quinoline-3-carboxylic acid 
• 52260-11-4 4-Methoxy-N-methyl-N-(1-phenyl-vinyl)-benzenesulfonamide 
• 52260-08-9 N-[1-(4-Methoxy-phenyl)-vinyl]-4,N-dimethyl-benzenesulfonamide 
• 202751-64-2 N-[(2-iodophenyl)methyl]-N-methyl-4-methoxybenzenesulfonamide 
• 86674-09-1 C₈H₁₀N₂O₅S 

Relevant academic research and scientific papers

N-Aroylsulfonamide-Photofragmentation (ASAP)-A Versatile Route to Biaryls

The photochemical fragmentation of N-aroylsulfonamides 9 (ASAP) is a powerful method for the preparation of various biaryls. Compounds 9 are easily accessible in two steps from amines by treatment with arenesulfonyl chlorides and aroyl chlorides. Many of these compounds were prepared for the first time. The irradiation takes place in a previously developed continuous-flow reactor using inexpensive UVB or UVC fluorescent lamps. Isocyanates and sulphur dioxide are formed as the only by-products. The ASAP tolerates a variety of functional groups and is even suited for the preparation of phenylnaphthalenes and terphenyls. The ASAP mechanism was elucidated by interaction of photophysical and quantum chemical (DFT) methods and revealed a spirocyclic biradical as key intermediate.

Copper-catalyzed oxidative methylation of sulfonamides by dicumyl peroxide

A novel and facile copper-catalyzed methylation of sulfonamides was herein demonstrated. The practical transformation took place readily under the oxidative conditions, and N-methyl amides (23 examples) were successfully furnished in high efficiency (up to 90% yields). Dicumyl peroxide was considered to act not only as the oxidant in the system, but also methyl donor for the methylation protocol.

N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover, a series of sensitive substituents, such as nitro, ester, cyano, and vinyl groups, were tolerated under present conditions. It was confirmed that OH units in the ligand are crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen autotransfer process.

Recyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate

An iridium complex Cp*Ir@CTF, which is synthesized by the coordinative immobilization of [Cp*IrCl2]2 on a functionalized covalent triazine framework (CTF), was found to be a general and highly efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate. Under environmentally benign conditions, a variety of desirable products were obtained in high yields with complete selectivities and functional group friendliness. Furthermore, the synthesized catalyst could be recycled by simple filtration without obvious loss of catalytic activity after sixth cycle. Notably, this research exhibited the potential of covalent triazine framework-supported transition metal catalysts for hydrogen autotransfer process.

Direct Introduction of Sulfonamide Groups into Quinoxalin-2(1H)-ones by Cu-Catalyzed C3-H Functionalization

Direct sulfonamidation of quinoxalin-2(1H)-one derivatives has been developed using a readily available Cu salt as the catalyst and inexpensive ammonium persulfate as the oxidant in moderate conditions. Owing to the feature of handy operation and good functional group tolerance, this method provides a convenient and efficient access to curative 3-sulfonamidated quinoxalin-2(1H)-one scaffolds.

Method for synthesizing N-methyl sulfonamide in water

The invention discloses a method N - for synthesizing,methylsulfamide in water, by using a transition metal iridium catalyst to catalyze N - methylation reaction. by using a non-toxic and harmless water as a solvent, to avoid using the organic agent; to react only as a byproduct, without an environmental hazard; reaction temperature with respect to the previous strip more mild; and have a wide application prospect; with high selectivity, reaction atomic economy.

N-Methylation of Amines with Methanol in Aqueous Solution Catalyzed by a Water-Soluble Metal-Ligand Bifunctional Dinuclear Iridium Catalyst

The N-methylation of amines with methanol in aqueous solution was proposed and accomplished by using a water-soluble metal-ligand bifunctional dinuclear iridium catalyst. In the presence of [(Cp*IrCl)2(thbpym)][Cl]2 (1 mol %), a range of desirable products were obtained in high yields under environmentally benign conditions. Notably, this research exhibited the potential of transition metal-catalyzed activation of methanol as a C1 source for the construction of the C-N bond in aqueous solution.

Copper(i)-catalyzed N-H olefination of sulfonamides for: N -sulfonyl enaminone synthesis

This communication reports copper-catalyzed N-H olefination of sulfonamides for enaminone synthesis using saturated ketones as olefin sources. With TEMPO derivatives and O2 as oxidants, this method provided an efficient way to produce various enaminones in good yields. Mechanistic studies helped figure out the stable intermediates and develop novel methodologies for the difunctionalization of saturated ketones.

Synthesis and insecticidal activity in vitro and vivo of novel benzenesulfonyl derivatives based on potent target subunit H of V-ATPase

Two lead compounds with benzenesulfonamide were found through virtual screening based on the 3D structure of the subunit H of V-ATPase in previous study. 74 benzenesulfonyl derivatives were synthesized and their insecticidal activities were evaluated. The derivatives with propargyl substituents exhibit excellent insecticidal activities against Mythimna separata Walker. The LD50 values of compounds A5.7 (28.0 μg·g?1) and B5.7 (36.4 μg·g?1) were significantly less than that of Celangulin V (344.0 μg·g?1). Furthermore, Isothermal Titration Calorimetry (ITC) data indicate there is a strong binding affinity between A5.7 and V-ATPase Subunit H. These results demonstrate that it is a practical way to develop pesticides targeting at H subunit of V-ATPase.

Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).