599-69-9

Usage

Uses

Used in Organic Chemistry:
N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a mild methylating agent for various chemical reactions. Its distinct sulfate structure allows it to facilitate the transfer of a methyl group to other molecules, making it a valuable tool in the synthesis of different organic compounds.
Used in Research and Development:
In the field of research and development, N,N-DIMETHYL-P-TOLUENESULFONAMIDE is employed as a reagent to explore new chemical reactions and synthesize novel compounds. Its unique properties enable scientists to investigate the potential applications of these newly synthesized compounds in various industries, such as pharmaceuticals, materials science, and environmental science.
Used in Pharmaceutical Industry:
N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a reagent in the synthesis of pharmaceutical compounds. Its ability to act as a mild methylating agent can be crucial in the development of new drugs, as it can help in the formation of specific functional groups required for the desired biological activity of the drug.
Used in Material Science:
In material science, N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a reagent to synthesize new materials with unique properties. Its role in the methylation process can contribute to the development of advanced materials with improved performance in various applications, such as electronics, energy storage, and environmental protection.
Used in Environmental Science:
N,N-DIMETHYL-P-TOLUENESULFONAMIDE is used as a reagent in the development of new environmental technologies. Its ability to facilitate chemical reactions can be harnessed to create innovative solutions for environmental challenges, such as pollution control, waste management, and sustainable resource utilization.

InChI:InChI=1/C9H13NO2S/c1-8-4-6-9(7-5-8)13(11,12)10(2)3/h4-7H,1-3H3

Upstream product

• 74-83-9 methyl bromide 
• 70-55-3 toluene-4-sulfonamide 
• 80-48-8 methyl p-toluene sulfonate 
• 77-78-1 dimethyl sulfate 
• 124-40-3 dimethyl amine 
• 98-59-9 p-toluenesulfonyl chloride 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 421-20-5 Methyl fluorosulfonate 
• 16181-39-8 O-ethyl N-methyl toluene-4-sulphonimidate 
• 25286-68-4 3,3-Dimethyl-1-(4-toluolsulfonyl)-triazen 
• 74-88-4 methyl iodide 
• 77767-47-6 N-<1-(N¹,N¹-Dimethyl-N²-tosylamidino)-1-methylethyl>-N'-isopropylcarbodiimid 
• 108-88-3 toluene 

Downstream Products

• 1206-37-7 4-<(Dimethylamino)sulfonyl>benzoic Acid 
• 20973-73-3 ω-Dimethylamino-4-dimethylsulfamoyl-styrol 
• 104-15-4 toluene-4-sulfonic acid 
• 53178-79-3 p--α-nitrotoluol 
• 53178-92-0 p--α,α-dibrom-α-nitro-toluol 
• 50508-55-9 4-(2-Chloro-4-nitro-phenoxymethyl)-N,N-dimethyl-benzenesulfonamide 
• 53178-87-3 p,p'-Bis-(N,N-Dimethylsulfonamido)-stilben 
• 92179-54-9 N,N-dimethyl-4-[(trimethylstannyl)methyl]benzenesulfonamide 
• 506-59-2 N,N-dimethylammonium chloride 
• 850429-72-0 N,N-dimethyl-3-bromo-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

RING-SIZE EFFECTS ON THE IONIZATION POTENTIALS OF N-SUBSTITUTED AZACYCLOALKANES

The ionization potential of the Ione-pair electrons of nitrogen has been determined for N-methyl- and N-tosyl-azacycloalkanes by means of gas-phase u.v. photoelectron spectroscopy.The cyclic compounds examined contain small, common, medium, and large-membered rings.The ionization potentials are affected by conformational features and, in particular, by the strain present in the ring.More precisely, the IPs reflect changes of hybridization of the nitrogen Ione pair upon varying the ring size, whereby a lower or higher energy is required for the ionization process of the cyclic compounds relative to a series of open-chain alkyl amines taken as reference.Steric inhibition of resonance by the N-tosyl substituent takes place in the case of the strained small rings.

Synthesis of Ferrocenesulfonyl Chloride: Key Intermediate toward Ferrocenesulfonamides

Ferrocenesulfonyl chloride is the key intermediate in the synthesis of ferrocenesulfonamides, a family of underexplored derivatives. A one-pot synthesis of this compound, able to easily deliver multigram quantities of product, is reported. An original protocol for the synthesis of ferrocenesulfonamides is described along with highlighting the reactivity difference between arene and ferrocenesulfonyl chlorides. Finally, an example of diastereoselective deprotolithiation of chiral ferrocenesulfonamides is described.

NUCLEAR MAGNETIC RESONANCE AND X-RAY DIFFRACTION STUDIES ON SOME SUBSTITUTED BENZENESULPHONAMIDES

Solid-state 13C c.p.-m.a.s. and solution 13C, 15N, and 17O n.m.r. spectra were measured for toluene-p-sulphonamide, N-methyltoluene-p-sulphonamide, NN-dimethyltoluene-p-sulphonamide, p-chlorobenzenesulphonamide, and NN-simethyl-p-chlorobenzenesulphonamide.The 13C c.p.-m.a.s. n.m.r. resonance lines of the carbon atoms bonded to nitrogen show characteristic line broadening with sligthly asymmetric doublet petterns.Some differences are evident in the 13C shielding of the carbon atoms between the solid-state and solution-state spectra.In the solution spectra the 15N and 17O chemical shifts increase in conformity with the polarity order of the amides.The n.m.r. relaxation times of the methyl groups of the compounds were measured as well.The crystal structures of N-methyltoluene-p-sulphonamide and NN-dimethyltoluene-p-sulphonamide were determined by single-crystal X-ray diffraction technique and refined to final R values of 0.056 and 0.044, respectively.Except for some baely significant differences, the bond lengths and angles are similar in the two compounds.The most striking difference is the value of the C-C-S-N torsion angle.

A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions

A general electrochemical system for reductive hydrodefunctionalization is described, employing the inexpensive and easily available triethylamine (Et3N) as a sacrificial reductant. This protocol is characterized by facile operation, sustainable conditions, and exceptionally wide substrate scope covering the cleavage of C-halogen, N-S, N-C, O-S, O-C, C-C and C-N bonds. Notably, the selectivity and capability of reduction can be conveniently switched by simple incorporation or removal of an alcohol as a co-solvent.

Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light

An efficient, general, inexpensive, and environmentally friendly photosynthesis of sulfonamides via visible light promoted debenzylative sulfonylation of tertiary benzylamines is described. Compared to the traditional S?N coupling reactions, which are promoted by oxidative C?N bond cleavage of symmetrical tertiary alkylamines, this strategy provides a selective C?N bond cleavage protocol and avoids the use of transition-metal, explosive oxidants, and ligands.

Synthesis method of aryl tertiary sulfonamide compounds promoted by visible light

The invention provides a synthesis method of aryl tertiary sulfonamide compounds promoted by visible light. In a non-protonic solvent, N-benzyl tertiary amine and arylsulfonyl chloride are used as rawmaterials, under the conditions of photosensitizer catalysis and illumination, a reaction is carried out for 1-4h at room temperature, and then separation and purification are carried out to obtain the product. The synthesis method of the aryl tertiary sulfonamide compound provided by the invention has the advantages of mild reaction conditions, simplicity and convenience in operation, short reaction time, no need of any transition metal catalysis and environmental friendliness.

Controlled synthesis of N, N-dimethylarylsulfonamide derivatives as nematicidal agents

Gramine can be intelligently and efficiently supplied with N, N-dimethylamino group and then reacted with the corresponding sulfonyl chlorides to synthesize N, N-dimethylarylsulfonamides. We herein designed and controlled synthesis of N, N-dimethylarylsulfonamide derivatives, and first reported the results of the nematicidal activity of 15 title compounds 3a-o against Meloidogyne incongnita in vitro, respectively. Among all of the title derivatives, compounds 3a, 3c, 3k, and 3o exhibited potent nematicidal activity with median lethal concentration (LC50) values ranging from 0.22 to 0.26 mg/L. Most noteworthy, N, N-dimethyl-4-methoxyphenylsulfonamide (3c) and N, N-dimethyl-8-quinolinesulfonamide (3o) showed the best promising and pronounced nematicidal activity, with LC50 values of 0.2381 and 0.2259 mg/L, respectively.

Preparation method of N,N-dimethylsulfamide derivatives

The invention discloses a preparation method of N,N-dimethylsulfamide derivatives and belongs to the technical field of synthesis of medical compounds. The preparation method comprises the following steps: reacting gramine, a reactant with sulfonyl chloride groups and an alkaline substance with any one of solvents such as CH2Cl2, CH3COCH3 and CH3CN at a temperature of minus 15 DEG C to 80 DEG C for 24-48 hours so as to obtain the product, wherein the molar ratio of the gramine to the reactant to the alkaline substance is (1.0-2.0):(1.2-4.0):(1.5-6.0). The N,N-dimethylsulfamide derivatives can be simply and efficiently prepared withlow cost, and the yield is up to 70-98%.

Aryl sulfonamide tertiary amine compound synthesizing method

The invention provides an aryl sulfonamide tertiary amine compound synthesizing method. According to the method, in an anhydrous aprotic solvent and under nitrogen protection, acryl sulfonyl chlorideand di-tertiary amine react for 1 to 12 hours according to a molar ratio of (1 to 1) to (1 to 20) under the condition of 50 to 150 DEG C, and the aryl sulfonamide tertiary amine compound can be obtained by purification. According to the method disclosed by the invention, the acryl sulfonyl chloride and the di-tertiary amine can directly generate C-S bond formation in the aprotic solvent and generate C-N bond breakage at the same time. According to the one-step aryl sulfonamide synthesizing method, raw materials are easy to obtain, a synthesizing technology is simple, operation is convenient, cost is low, and yield is high.

Charge-Transfer Complex Promoted Regiospecific C?N Bond Cleavage of Vicinal Tertiary Diamines

A catalyst-free, charge-transfer complex promoted coupling of sulfonyl chlorides with vicinal tertiary diamines to generate sulfonamides is presented. Mechanistic studies showed that these reactions are proceeded via charge transfer of vicinal tertiary diamines to sulfonyl chlorides, forming the unstable sulfonyl quaternary ammonium like complexes which induced the regiospecific intramolecular C?N bond cleavage of vicinal tertiary diamines. (Figure presented.).