1888-33-1

Usage

Uses

Used in Pharmaceutical Synthesis:
N-(4-Methylphenyl)sulfonylacetamide is utilized as a key intermediate in the synthesis of pharmaceuticals for various therapeutic applications. Its unique chemical structure and properties make it a promising starting material for creating novel compounds with potential biological activity.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, N-(4-Methylphenyl)sulfonylacetamide is employed as a versatile component in the development of new drugs. Its sulfonyl and acetamide groups contribute to the compound's reactivity and functionalization, allowing for the design of innovative molecules with specific therapeutic targets.
Used in Organic Chemistry:
N-(4-Methylphenyl)sulfonylacetamide also finds applications in organic chemistry, where it can be used to construct complex organic molecules through various chemical reactions. Its presence in these reactions can lead to the formation of new compounds with unique properties and potential applications in various industries.

InChI:InChI=1/C9H11NO3S/c1-7-3-5-9(6-4-7)14(12,13)10-8(2)11/h3-6H,1-2H3,(H,10,11)

Upstream product

• 108-24-7 acetic anhydride 
• 70-55-3 toluene-4-sulfonamide 
• 4083-64-1 Tosyl isocyanate 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 941-55-9 4-toluenesulfonyl azide 
• 64-77-7 N-[(butylamino)carbonyl]-4-methyl-benzenesulfonamide 
• 24570-88-5 4-methyl-N-( propylcarbamoyl)benzenesulfonamide 
• 26944-48-9 glibornuride 
• 1363906-80-2 1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate 
• 86328-84-9 4-methyl-N-(naphthalen-1-ylmethyl)benzenesulfonamide 
• 10504-98-0 N-(4-chlorobenzyl)-p-toluenesulfonamide 
• 1022339-31-6 N-[(4-tert-butylphenyl)methyl]-4-methylbenzenesulfonamide 

Downstream Products

• 575-36-0 1-acetamidonaphthalene 
• 539-03-7 N-(4-chlorophenyl)acetamide 
• 579-10-2 N-acetyl-N-methylaniline 
• 588-46-5 N-(phenylmethyl)acetamide 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 104496-43-7 N,N'-diacetyl-N,N'ditosyl-α,α'-p-xylenediamine 
• 960161-59-5 N-(4-methylbenzenesulfonyl)imidoylacetic acid (diacetyl)methyl ester 

Relevant academic research and scientific papers

Facile synthesis of N-acylsulfonamide in the presence of silica chloride (SiO2-Cl) both under heterogeneous and solvent-free conditions

Sulfonamides were converted to the corresponding N-acyl sulfonamides with carboxylic acid chlorides and anhydrides in the presence of silica chloride. All reactions were performed in both heterogeneous and solvent-free conditions. This method provides the N-acyl sulfonamides products in good to high yield and purity. Copyright Taylor & Francis Group, LLC.

Functionalized GO@ZIF-90-supported sulfuric acid and its application in the catalytic synthesis of sulfonamides

In this article, the sulfuric acid supported on the graphene oxide@ZIF-90 composite functionalized with ethylenediamine (GZAH) was synthesized and characterized with FTIR, SEM, TEM, EDS, BET, and TGA. Then, the synthesis of some sulfonamides was performed

Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides

The chemoselective cleavage of C-N bonds of amides, sulfonamides, and acylsulfonamides by aluminum halides is described. AlCl3and AlI3display complementary reactivities toward N-alkyl and N-acyl moieties. N-Alkylacylsulfonamides, sec

Self-Promoted Glycosylation for the Synthesis of β-N-Glycosyl Sulfonyl Amides

N-Glycosyl N-sulfonyl amides have been synthesized by a self-promoted glycosylation, i. e. without any catalysts, promotors or additives. When the reactions were carried out at lower temperatures a mixture of N- and O-glycosides were observed, where the latter rearranged to give the β-N-glycosides at elevated temperatures. By this method sulfonylated asparagine derivatives can be selectively β-glycosylated in high yields by trichloroacetimidate glycosyl donors of different reactivity including protected glucosamine derivatives. The chemoselectivity in the glycosylations as well as the rearrangements from O-glycosides to β-N-glycosides gives information of the glycosylation mechanism. This method gives access to glycosyl sulfonyl amides under mild conditions.

Rhodium(iii)-catalyzed sulfonamide directed ortho C-H carbenoid functionalization via metal carbene migratory insertion

A rhodium(iii)-catalyzed sulfonamide directed ortho C-H carbenoid functionalization has been developed with good yields. This method is attractive due to its broad substrate scope, and enables derivation of diverse biologically active sulfonamide structures and late-stage modification of sulfa drugs.

Rhodium-catalyzed direct C-H bond alkynylation of aryl sulfonamides with bromoalkynes

Herein we report a novel rhodium-catalyzed ortho-mono-alkynylation of aryl sulfonamides. The reactions of N-tosylacetamides with triisopropylsilyl (TIPS)-substituted bromoalkyne are catalyzed by a [(Cp?RhCl2)2] complex without cyclization, forming ortho-(

Iridium-Catalyzed ortho-C?H Amidation of Benzenesulfonamides with Sulfonyl Azides

We developed herein an iridium-catalyzed direct C?H activation/ C?N bond formation reaction of benzenesulfonamides with sulfonyl azides. The amidation reaction provides a protocol for the synthesis of 2-aminobenzesulfonamides in good to excellent yields. This strategy features a wide substrate scope, tolerates a broad range of functional groups under external oxidant-free conditions and only releases molecular nitrogen as the sole by-product. Moreover, the preliminary mechanism was investigated and the proposed reaction pathway was provided. (Figure presented.).

Alkene Carboarylation through Catalyst-Free, Visible Light-Mediated Smiles Rearrangement

A light-mediated Truce–Smiles arylative rearrangement is described that proceeds in the absence of any photocatalyst. The protocol creates two C?C bonds from simple starting materials, with the installation of an aryl ring and a difluoroacetate moiety across unactivated alkenes. The reaction proceeds via a radical mechanism, utilizing a light-mediated reduction of ethyl bromodifluoroacetate by N,N,N′,N′-tetramethylethylenediamine (TMEDA) to set up intermolecular addition to an unactivated alkene, followed by Truce–Smiles rearrangement.

Efficient N-acylation of sulfonamides using cesium salt of Wells–Dawson heteropolyacid as catalyst: Synthesis of new N-acyl sulfonamides and cyclic imides

N-acylation of substituted sulfonamides with different anhydrides in the presence of Cesium salt of Wells–Dawson heteropolyacid (Cs5HP2W18O62) as an efficient and reusable catalyst was investigated for the first time. ?Cs5HP2W18O62 was used with a catalytic amount in water as a green solvent. At room temperature, a series of N-acylsulfonamides were synthesized, while under refluxing conditions, new cyclic imides containing sulfonyl group were obtained. Atom-economy, high yields, easy work-up, as well as simple catalyst recovery and reusability are the key features of this procedure.

Catalytic activity of magnetic Fe3O4@Diatomite earth and acetic acid for the N-acylation of sulfonamides

The Br?nsted and Lewis acidic promoted N-acylation of sulfonamides with acetic anhydride or benzoyl chloride has been achieved using glacial acetic acid and magnetic Fe3O4@Diatomite earth. Use of acetic acid as solvent omits the need for organic bases and permits the isolation of products by filtration and precipitation. Additionally, the magnetic composite Fe3O4@Diatomite acts as a conjugate proton super acid, enabling the acylation of sulfonamide compounds.