1709-50-8

Usage

Uses

Used in Plastics and Resins Industry:
N,N-Diethylbenzenesulfonamide is used as a plasticizer to enhance the flexibility and workability of polymers and resins. Its incorporation improves the processing characteristics and performance of these materials.
Used in Metalworking Fluids:
In the metalworking industry, N,N-Diethylbenzenesulfonamide serves as a corrosion inhibitor, protecting metal surfaces from rust and corrosion during manufacturing processes, thereby extending the service life of machinery and equipment.
Used in Pharmaceutical Synthesis:
N,N-Diethylbenzenesulfonamide is utilized as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Dyes and Rubber Chemicals Production:
N,N-Diethylbenzenesulfonamide is also employed as an intermediate in the production of dyes and rubber chemicals, where it plays a crucial role in imparting specific properties to these products.
Used as a UV Stabilizer:
N,N-Diethylbenzenesulfonamide is used as a UV stabilizer in various applications, providing protection against degradation caused by exposure to sunlight, thus enhancing the durability and longevity of materials.
Used in Insect Repellent Applications:
Especially in the context of plastic and rubber products, N,N-Diethylbenzenesulfonamide is used as an insect repellent, offering protection against insect damage and infestation.

InChI:InChI=1/C10H15NO2S/c1-3-11(4-2)14(12,13)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3

Upstream product

• 109-89-7 diethylamine 
• 98-09-9 benzenesulfonyl chloride 
• 98-10-2 benzenesulfonamide 
• 74-96-4 ethyl bromide 
• 17437-51-3 N-(ethoxycarbonyl)triphenylphosphinimine 
• 1972-28-7 diethylazodicarboxylate 
• 6840-01-3 (dimethylamino)(diphenyl)phosphine 
• 80-18-2 Methyl benzenesulfonate 
• 2297-65-6 benzenesulfonyl bromide 
• 155164-57-1 2-benzenesulfonyl-4,5-dichloropyridazin-3-one 
• 108-86-1 bromobenzene 
• 4972-29-6 benzenesulphinyl chloride 
• 112425-44-2 N-(phenylsulfinyl)-N,N-diethylamine 
• 108-98-5 thiophenol 

Downstream Products

• 59263-07-9 N-ethyl-N-nitro-benzenesulfonamide 
• 882-33-7 diphenyldisulfane 
• 98-10-2 benzenesulfonamide 
• 213205-90-4 2-(N,N-diethylsulfoamoyl)phenylbis(4-methylphenyl)bismuthane 
• 213205-88-0 bis[2-(N,N-diethylsulfoamoyl)phenyl](4-methylphenyl)bismuthane 
• 1450829-76-1 diisopropyl (2-(N,N-diethylsulfamoyl)phenyl)phosphonate 
• 1450829-75-0 dimethyl (2-(N,N-diethylsulfamoyl)phenyl)phosphonate 
• 201340-83-2 ((2-(N,N-diethylsulfoamoyl)phenyl)2Bi)2C₆H₃SO₂NEt₂ 
• 201340-87-6 (2-(N,N-diethylsulfoamoyl)phenyl)2Bi(C₆H₃(SO₂NEt₂)Bi(p-Tol)2) 
• 201340-82-1 bis[2-(N,N-diethylsulfoamoyl)phenyl]bismuth iodide 
• 680183-39-5 N,N-diethyl-4'-methoxy-[1,1'-biphenyl]-2-sulfonamide 
• 1312206-46-4 N,N-diethyl-2-(1-(phenylsulfonyl)-1H-indol-3-yl)benzenesulfonamide 

Relevant academic research and scientific papers

AEROBIC OXIDATIVE SYNTHESIS OF SULFONAMIDE USING Cu CATALYST

The present invention relates to a method for oxidative synthesis of sulfonamides using copper catalysts. , Oxygen (O) is used. 2 The oxidative synthesis of sulfonamides (1) comprises reacting a 2 th or sulfonyl hydrazide primary amine with a sulfonyl hydrazide (sulfonamide) with a copper catalyst on a solvent under the conditions in which the sulphonamide is fed. The oxidation coupling of the present invention showed extensive substrate ranges in an amine comprising a 2 primary amine, 1 primary amine and amine hydrochloride salt. It is worth notable that non-reactive aliphatic sulfonyl hydrazides in previously reported anaerobic systems can be used for the aerobic oxidation coupling of the present invention. The oxidation coupling of the present invention has been more effective on large scale.

Nanosized CdS as a Reusable Photocatalyst: The Study of Different Reaction Pathways between Tertiary Amines and Aryl Sulfonyl Chlorides through Visible-Light-Induced N-Dealkylation and C-H Activation Processes

It has been found that the final products of the reaction of sulfonyl chlorides and tertiary amines in the presence of cadmium sulfide nanoparticles under visible light irradiation are highly dependent on the applied reaction conditions. Interestingly, with the change of a reaction condition, different pathways were conducted (visible-light-induced N-dealkylation or sp3 and sp2 C-H activation) that lead to different products such as secondary amines and various sulfonyl compounds. Remarkably, all of these reactions were performed under visible light irradiation and an air atmosphere without any additive or oxidant in benign solvents or under solvent-free conditions. During this study, the CdS nanoparticles as affordable, heterogeneous, and recyclable photocatalysts were designed, successfully synthesized, and fully characterized and applied for these protocols. During these studies, intermediates resulting from the oxidation of tertiary amines are trapped during the photoinduced electron transfer (PET) process. The reaction was carried out efficiently with a variety of substrates to give the corresponding products at relatively short times in good to excellent yields in parallel with the use of the visible light irradiation as a renewable energy source. Most of these processes are novel or are superior in terms of cost-effectiveness, safety, and simplicity to published reports.

Synthesis of sulfonamides promoted by alkyl iodide via a hypervalent iodine intermediate

A new method for the preparation of sulfonamides from sodium sulfinates and amines is developed. A stoichiometric amount of m-chloroperbenzoic acid as oxidant and a catalytic amount of 1-iodopropane provides the corresponding sulfonamides in good yields under mild reaction conditions. In this protocol, 1-iodopropane is first oxidized by m-chloroperbenzoic acid into the corresponding hypervalent iodine intermediate iodosylpropane, which is highly unstable and decomposes at once to form hypoiodous acid. Then, the following reaction of the generated active hypoiodous acid with sodium sulfinates and amines results in the corresponding sulfonamides.

High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides

In this paper, a new method for oxidative chlorination of thiols to sulfonyl chlorides and sulfonamides using H2O2 in the presence of TMSCl is reported. The excellent yields, short reaction times, excellent efficiencies, low costs, and easy separation of products are the most important advantages of this method.

Hypervalent Iodine Mediated Sulfonamide Synthesis

A new metal-free sulfonylation reaction is described. The method takes advantage of the Umpolung reactivity and group-transfer properties of iodine(III) compounds, combining hypervalent iodine reagents and sulfinate salts to deliver a clean and mild transfer of sulfonyl groups to amines and anilines. A total of 25 sulfonamides was synthesised in up to 99 % yield, even on gram-scale. The reaction mechanism was investigated by ESI-MS and DFT calculations.

Cu-catalyzed aerobic oxidative synthesis of sulfonamides from sulfonyl hydrazides and amines

An environmentally friendly route for sulfonamides has been developed. The oxidative coupling of sulfonyl hydrazides and amines was catalyzed by CuBr2 to produce various sulfonamides with the water and nitrogen gas as byproducts. Preliminary experiments revealed that the sulfonyl radical is likely to be involved in the reaction mechanism.

NaI-Catalyzed Oxidative Amination of Aromatic Sodium Sulfinates: Synergetic Effect of Ethylene Dibromide and Air as Oxidants

A novel NaI-catalyzed oxidative amination of sodium sulfinates, employing both ethylene dibromide (EDB) and air as the oxidants, is described. EDB was first demonstrated to be a promising mild organic oxidant that in air, converted NaI into molecular iodine to promote the cross-coupling reactions of aromatic sodium sulfinates with amines to produce arylsulfonamides. Mechanistic studies indicated that a radical pathway might be involved in the reaction process.

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.).

An approach to C-N activation: Coupling of arenesulfonyl hydrazides and arenesulfonyl chlorides with: Tert -amines via a metal-, oxidant- and halogen-free anodic oxidation

tert-Amines were harnessed to afford arenesulfonyl hydrazides and arenesulfonyl chlorides via a metal-, oxidant- and halogen-free electrochemical oxidative coupling in an undivided cell at RT. This environmentally benign approach afforded a wide spectrum of sulfonamides in satisfactory yields using cheap and renewable Pencil Graphite Electrodes (PGEs).

Copper-Catalyzed Sulfonylation of Alkenes and Amines by Using Thiosulfonates as a Sulfonylating Agent

Synthetically and pharmaceutically useful vinyl sulfones and sulfonamides are synthesized by the direct coupling of thiosulfonates with alkenes and amines, respectively. Copper catalysts help to generate the sulfonyl group from thiosulfonates and to form the C(sp2)–S/N–S bonds of the organosulfur compounds. This paper discusses the scope of these reactions of aromatic and aliphatic thiosulfonates with alkenes and amines.