58734-14-8

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-METHOXY-BENZOYL)-4-METHYL-BENZENESULFONAMIDE is used as a chemical intermediate for the synthesis of various pharmaceutical ingredients. Its role in drug discovery and development is significant, as it aids in the creation of new and improved medications.
Used in Chemical Industry:
In the chemical industry, N-(4-METHOXY-BENZOYL)-4-METHYL-BENZENESULFONAMIDE is used in the production of dyes and pigments. It is valued for its ability to impart color to a wide range of materials, making it an essential component in the formulation of colorants for various applications.

InChI:InChI=1/C15H15NO4S/c1-11-3-9-14(10-4-11)21(18,19)16-15(17)12-5-7-13(20-2)8-6-12/h3-10H,1-2H3,(H,16,17)

Upstream product

• 4083-64-1 Tosyl isocyanate 
• 100-66-3 methoxybenzene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 123-11-5 4-methoxy-benzaldehyde 
• 127-65-1 chloroamine-T 
• 100-07-2 4-methoxy-benzoyl chloride 
• 46318-58-5 4-methoxybenzoylnitromethane 
• 92755-81-2 N-bromo-p-toluenesulfonamide 
• 696-62-8 para-iodoanisole 
• 70-55-3 toluene-4-sulfonamide 
• 13939-06-5 molybdenum hexacarbonyl 
• 100-09-4 4-methoxybenzoic acid 
• 58358-51-3 1-bromo-4-[2-(4-methoxyphenyl)vinyl]benzene 
• 1694-19-5 p-methoxystilbene 

Downstream Products

• 18854-16-5 Anis-N-tosyl-imidchlorid 
• 1267588-16-8 2,4-dimethoxy-N-(4-methylbenzenesulfonyl)benzenecarboxamide 
• 17483-29-3 2,4,6-trimethoxy-N-(4-methylbenzenesulfonyl)benzenecarboxamide 
• 1369577-04-7 5-methoxy-4'-methyl-N-(4-methylbenzenesulfonyl)biphenyl-2-carboxamide 
• 1356832-69-3 3-ethoxycarbonyl-3-ethoxycarbonylmethyl-5-methoxy-2-tosylisoindolin-1-one 
• 1360743-69-6 C₂₄H₂₂N₂O₄S 
• 1267588-27-1 3-tert-butoxycarbonylmethyl-5-methoxy-2-tosylisoindolin-1-one 

Relevant academic research and scientific papers

Ru(ii)-catalyzed allenylation and sequential annulation of: N -tosylbenzamides with propargyl alcohols

We hereby report Ru(ii)-catalyzed C(sp2)-H allenylation of N-tosylbenzamides to access multi-substituted allenylamides. Furthermore, the allenylamides were converted to the corresponding isoquinolone derivatives via base mediated annulation. The current protocol features low catalyst loading, mild reaction conditions, high functional group compatibility and desired scalability. The unique functionality of the afforded allenes allowed further transformations to expand the practicality of the protocol. This journal is

Synthesis of 2-Imidazolines via Palladium-Catalyzed Cyclization Reaction of 2,3-Allenyl Amines and Aryl Iodides

An effective method for the synthesis of polysubstituted 2-imidazoline derivatives via palladium-catalyzed cyclization of 2,3-allenyl amines with aryl iodides is described. This pure domino process allows the formation of new carbon-carbon and carbon-nitrogen bonds in a single synthetic operation.

Metal-free C-H Activation over Graphene Oxide toward Direct Syntheses of Structurally Different Amines and Amides in Water

Unprecedented metal-free synthesis of a variety of amines and amides is reported via amination of C(sp3)-H and C(sp2)-H bonds. The strategy involves graphene-oxide/I2-catalyzed nitrene insertion using PhINTs as a nitrene (NT) source in water at room temperature. A wide range of structurally different substrates, viz., cyclohexane, cyclic ethers, arenes, alkyl aromatic systems, and aldehydes/ketones, having an α-phenyl ring have been employed successfully to afford the corresponding nitrene insertion product in good yield, albeit low in few cases. The envisaged method has superiority over others in terms of its operational simplicity, metal-free catalysis, use of water as a solvent, ambient reaction conditions, and reusability of the catalyst.

Controllable construction of isoquinolinedione and isocoumarin scaffolds: Via RhIII-catalyzed C-H annulation of N -tosylbenzamides with diazo compounds

A highly efficient protocol for the synthesis of isoquinolinediones by RhIII-catalyzed C-H activation/annulation/decarboxylation of N-tosylbenzamides with diazo compounds is reported. The switchable synthesis of isocoumarins was also achieved successfully via C-H activation/annulation with slight modification of the reaction conditions. Importantly, the synthetic utility of this new reaction was further demonstrated in an atom-economical and operationally convenient total synthesis of a TDP2 inhibitor derivative from commercially available starting materials.

Efficient synthesis of carbon-11 labelled acylsulfonamides using [11C]CO carbonylation chemistry

Herein, a novel method for carbon-11 labeling of acyl sulfonamides by a one-step insertive [11C]CO carbonylative cross-coupling reaction between aryl halides and sulfonamides is presented. Various model compounds as well as drug molecules LY573636 (tasisulam) and ABT-199 were obtained in excellent yields. This method provides a valuable and widely applicable contribution to the continuously expanding radiochemical toolbox for PET research.

Pd(II)/Cu(II)-Catalyzed Regio- and Stereoselective Synthesis of (E)-3-Arylmethyleneisoindolin-1-ones Using Air as the Terminal Oxidant

Regio- and stereoselective synthesis of (E)-3-arylmethyleneisoindolin-1-ones via Pd(II)/Cu(II)-catalyzed one-pot C-C/C-N bond forming sequence between amides and styrenes is reported. This method provides facile and rapid access to a diverse range of such compounds using readily available starting materials under mild aerobic conditions with good functional group tolerance and high selectivity and efficiency. Further elaboration of the products obtained from this process enabled very short and efficient syntheses of aristolactam and indoloisoquinolinone alkaloids.

Co-Catalyzed Synthesis of N-Sulfonylcarboxamides from Carboxylic Acids and Sulfonyl Azides

A Co-catalyzed effective synthesis of N-sulfonylcarboxamides from the reaction of carboxylic acids and organic azides in the presence of isocyanide has been developed. The protocol has the advantages of short time, low temperature, and being oxidant-free, which provides a new and simple approach for the synthesis of N-sulfonylcarboxamides in good to excellent yields with a broad substrate scope.

Formation of esters and amides via metal-free Csp2-Csp3 bond cleavage of α-nitro ketone: Mechanistic insight to the reaction pathway

A catalyst free protocol for hucleophilic Csp2-Csp3 bond cleavage of a-nitroketone has been achieved for the formation of C-O and C-N bond. A series of differently substituted a-nitroketones could be selectively cleaved and converted into corresponding esters and tosylamides in presence of alcohols and bromamine-T respectively. Mechanism of the C-C bond cleavage has been proposed by identifying different reaction intermediates using IR and NMR spectroscopic methods.

Heteroannulation enabled by a bimetallic Rh(III)/Ag(i) relay catalysis: Application in the total synthesis of aristolactam BII

A redox-neutral bimetallic Rh(iii)/Ag(i) relay catalysis allowed the efficient construction of 3-alkylidene isoindolinones and 3-alkylidene isobenzofuranones. The Rh(iii) catalyst was responsible for the C-H monofluoroalkenylation reaction, whereas the Ag(i) salt was an activator for the follow-up cyclization. The methodology developed was applied as a key step in the rapid total synthesis of the natural product aristolactam BII.

Metal-catalyzed formal amidation of alkenes under CO-free condition

An effective procedure for synthesis of amides from alkenes and [Formula presented] via Pd and Fe catalysts under mild conditions is described. A series of benzamides containing various functional groups can be obtained in reasonable yield and the possible reaction pathway is proposed in this Letter.