3989-45-5

Usage

Uses

Used in Organic Synthesis:
N-benzylmethanesulfonamide is used as a reagent for the formation of amides and amidines, which are crucial in the synthesis of various organic compounds.
Used as a Protecting Group for Amines:
In organic chemistry, N-benzylmethanesulfonamide serves as a protecting group for amines, preventing unwanted reactions and facilitating the synthesis of target molecules.
Used in Pharmaceutical Research:
N-benzylmethanesulfonamide is used as a compound in pharmaceutical research for its potential anti-inflammatory and anti-cancer activities, making it a promising candidate for the development of new therapeutic agents.
Used in Medicinal Chemistry:
Its versatile nature allows N-benzylmethanesulfonamide to be utilized in medicinal chemistry for the design and synthesis of novel drugs targeting various diseases and conditions.

InChI:InChI=1/C8H11NO2S/c1-12(10,11)9-7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 100-46-9 benzylamine 
• 50707-41-0 C₁₀H₁₅N₃ 
• 54468-41-6 N-benzyl-N-chloromethanesulfonamide 
• 2386-52-9 silver methanesulfonate 
• 20667-76-9 3-methyl-1-p-tolyltriazene 
• 197958-58-0 N-benzyl-N-(methylsulfonyl)acetamide 
• 73845-05-3 N-methanesulfonyl benzylideneamine 
• 3144-09-0 methanesulfonamide 
• 100-44-7 benzyl chloride 
• 75-30-9 2-iodo-propane 
• 100-51-6 benzyl alcohol 
• 103-50-4 dibenzyl ether 
• 124-38-9 carbon dioxide 

Downstream Products

• 129303-31-7 (N-benzyl)-methylenesulfonamide-2 dihydro-1,2 quinoxaline 
• 129303-30-6 (N-benzyl)-isothiazolo <3,4-b> hexahydro-1,3,3a,4,9,9a quinoxaline dioxyde-2,2 
• 85045-48-3 N-Benzyl-N-(2-oxo-2-phenyl-ethyl)-methanesulfonamide 
• 197958-55-7 N-Benzyl-N-(2,2-dimethyl-propionyl)-methanesulfonamide 
• 197958-50-2 N-Benzyl-N-isobutyryl-methanesulfonamide 
• 73845-05-3 N-methanesulfonyl benzylideneamine 
• 459425-74-2 N-benzyl-C-[4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-3-yl]-methanesulfonamide 
• 808148-20-1 N-Benzyl-C-[(3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-methanesulfonamide 
• 569359-09-7 N-benzyl-C-[3-(tert-butyl-dimethyl-silanyloxy)-17-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl]-methanesulfonamide 
• 569359-03-1 N-benzyl-C-[4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-tetrahydro-furan-3-yl]-methanesulfonamide 
• 569359-21-3 2-[(3aR,4R,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethanesulfonic acid benzylamide 
• 900143-66-0 N-benzyl-N-(2-hydroxy-2-phenyl-ethyl)-methanesulfonamide 
• 900143-75-1 N-benzyl-N-(3-benzyloxy-2-hydroxy-propyl)-methanesulfonamide 

Relevant academic research and scientific papers

Synergetic copper/zinc catalysis: Synthesis of aryl/heteroaryl-fused 1: H -pyrrolo[3,2- c] pyridines

Scaffolds having a 1H-pyrrolo[3,2-c]pyridine core show significant biological activity. Herein, we report a synergetic copper/zinc-catalyzed one-step annulation reaction of 2-amino (hetero)arylnitriles with ynamide-derived buta-1,3-diynes to deliver 1H-pyrrolo[3,2-c]quinoline-2,4-diamine derivatives in moderate to good yields. The annulation reaction follows a double cyclization pathway. The gram-scale synthesis of 1H-pyrrolo[3,2-c]quinoline-2,4-diamine proves the practicality of this protocol. This journal is

Synthesis of Polysubstituted Fused Pyrroles by Gold-Catalyzed Cycloisomerization/1,2-Sulfonyl Migration of Yndiamides

Yndiamides (bis-N-substituted alkynes) are valuable precursors to azacycles. Here we report a cycloisomerization/1,2-sulfonyl migration of alkynyl-yndiamides to form tetrahydropyrrolopyrroles, unprecedented heterocyclic scaffolds that are relevant to medicinal chemistry. This functional group tolerant transformation can be achieved using Au(I) catalysis that proceeds at ambient temperature, and a thermally promoted process. The utility of the products is demonstrated by a range of reactions to functionalize the fused pyrrole core.

Ag(I)-Catalyzed Synthesis of 2-Aminoquinolines from 1-Aminobutadiynes and Anilines

A Ag(I)-catalyzed annulation of 1-aminobutadiynes with anilines was described. By tuning the steric and electronic properties of anilines, 2-aminoquinoline scaffold was constructed instead of the literature-reported 2-amidopyrroles. Notedly, the reactions of polyaromatic amines also proceed smoothly to afford nitrogen-containing polyaromatics. (Figure presented.).

Electrosynthesis of sulfonamides from DMSO and amines under mild conditions

With DMSO as the solvent and the precursor of a -SO2Me unit at room temperature, a novel electrochemical oxidization and amination of DMSO with amines was developed for the synthesis of sulfonamides. Our investigations reveal that this transformation may involve a radical process and an electrochemical oxidization of DMSO.

TECHNOLOGIES USEFUL FOR OLIGONUCLEOTIDE PREPARATION

Among other things, the present disclosure provides technologies for oligonucleotide preparation, particularly chirally controlled oligonucleotide preparation, which technologies provide greatly improved crude purity and yield, and significantly reduce manufacturing costs.

Method for synthesizing N-alkyl sulfonamide in water

The invention discloses a method for synthesizing N-alkyl sulfonamide in water, in particular to a method for synthesizing an N-alkyl sulfonamide derivative from a sulfonamide derivative and alcohol,and a water-soluble iridium complex is adopted to catalyze the reaction of N-alkyl sulfonamide. Compared with the previous synthesis method, the method has the advantages that a reaction equivalent substrate is used in the reaction process, so that raw material waste is avoided; weak base is used, and reaction conditions are mild; non-toxic and harmless pure water is used as a solvent in the reaction, only water is generated as a by-product, the atom reaction economy is high, and the requirement of green chemistry is met.

Reductions of Imines Using Zirconocene Chloride Hydride

Herein, we describe the fast, chemoselective, and clean reduction of imines with zirconocene chloride hydride. The reaction works well on aromatic and enolizable aliphatic aldimines, as well as ketimines. A range of N-protecting groups and various functio

Metal-free synthesis of activated ynesulfonamides and tertiary enesulfonamides

An operationally simple synthesis of activated ynesulfonamides and enesulfonamides is described. Ynesulfonamides can be obtained through reaction of sulfonylamides with activated bromoalkynes and Triton B in a short time at room temperature. Likewise, terminal alkynes react with sulfonylamides to provide enesulfonamides. Z/E enesulfonamides can be transformed exclusively into E enesulfonamides.

Manganese-Catalyzed N-Alkylation of Sulfonamides Using Alcohols

An efficient manganese-catalyzed N-alkylation of sulfonamides has been developed. This borrowing hydrogen approach employs a well-defined and bench-stable Mn(I) PNP pincer precatalyst, allowing benzylic and simple primary aliphatic alcohols to be employed as alkylating agents. A diverse range of aryl and alkyl sulfonamides undergoes mono-N-alkylation in excellent isolated yields (32 examples, 85% average yield).

The: N -alkylation of sulfonamides with alcohols in water catalyzed by a water-soluble metal-ligand bifunctional iridium complex [Cp?Ir(biimH2)(H2O)][OTf]2

The iridium complex [Cp?Ir(biimH2)(H2O)][OTf]2 (Cp? = η5-pentamethylcyclopentadienyl, biimH2 = 2,2′-biimidazole) was synthesized and developed as a new-type of water-soluble metal-ligand bifunctional catalyst for the N-alkylation of poorly nucleophilic sulfonamides with alcohols in water. In the presence of catalyst (1 mol%) and Cs2CO3 (0.1 equiv.), a series of desirable products was obtained in 74-91% yields under microwave irradiation. Mechanistic experiments revealed that the presence of NH units in the imidazole ligand is crucially important for the catalytic activity of the iridium complex. Notably, this research would facilitate the process of water-soluble metal-ligand bifunctional catalysis for the hydrogen autotransfer process.