2976-32-1

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 7348, 1995 DOI: 10.1021/jo00127a048

InChI:InChI=1/C7H7NO4S/c1-13(11,12)7-4-2-3-6(5-7)8(9)10/h2-5H,1H3

Upstream product

• 3112-85-4 methylphenylsulfonate 
• 132016-29-6 methyl 3-nitrophenyl sulfoxide 
• 873-55-2 sodium benzenesulfonate 
• 849035-67-2 2-nitro-4-(methylsulphonyl)benzyl bromide 
• 81536-43-8 C₈H₉N₃O₅S 
• 98-95-3 nitrobenzene 
• 7143-01-3 Methanesulfonic anhydride 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 100-68-5 methyl-phenyl-thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 54029-50-4 acetic acid-(4-methanesulfonyl-2-nitro-anilide) 
• 110964-79-9 4-methanesulfonyl-2-nitro-benzoic acid 
• 6655-77-2 3-nitrophenylsulfonohydrazide 

Downstream Products

• 105004-02-2 (4-methylsulfonyl-2-nitro)phenylacetonitrile 
• 62606-16-0 1-iodo-3-(methylsulfonyl)-5-nitrobenzene 
• 208191-64-4 2-methanesulfonyl-4-nitro-phenol 
• 22821-75-6 3-(methylsulfonyl)benzonitrile 
• 58202-85-0 acetic acid-(3-methanesulfonyl-anilide) 
• 771573-22-9 1-[3-(methylsulfonyl)phenyl]methanamine 
• 150296-24-5 3-methylsulfonylbenzamidine hydrochloride 
• 14763-61-2 3-(methylsulfonyl)phenol 
• 43032-67-3 1-methanesulfonyl-3-methoxy-benzene 
• 3112-85-4 methylphenylsulfonate 
• 62606-01-3 3-iodo-5-(methylsulfonyl)aniline 
• 122567-49-1 Bis-(2-chloro-ethyl)-(3-methanesulfonyl-phenyl)-amine 
• 125802-65-5 (9-Benzyl-2-chloro-9H-purin-6-yl)-(3-methanesulfonyl-phenyl)-amine 
• 89303-52-6 1-Benzenesulfonylmethyl-4-methanesulfonyl-2-nitro-benzene 

Relevant academic research and scientific papers

High Chemoselectivity in the Construction of Aryl Methyl Sulfones via an Unexpected C-S Bond Formation between Sulfonylhydrazides and Dimethyl Phosphite

A highly chemoselective route to aryl methyl sulfones via an unexpected C S bond formation between sulfonylhydrazides and dimethyl phosphite catalyzed by NaI under mild conditions has been established. This transformation provides an alternative and metal-free pathway to acquire various aryl methyl sulfones in good to excellent yields. Notably, dimethyl phosphite was employed as a stable and readily available alkyl source.

NOVEL INHIBITORS OF MAP4K1

The invention relates to novel inhibitors of MAP4K1 (HPK1) useful for the treatment of diseases or disorders characterised by dysregulation of the signal transduction pathways associated with MAPK activation, including hyperproliferative diseases, diseases of immune system dysfunction, inflammatory disorders, neurological diseases, and cardiovascular diseases. The invention further relates to pharmaceutical compositions comprising the same and methods of treatment of said diseases and disorders. The inhibitors are of formula (I) wherein the definitions for A, D, E, F, R5, R6, R7, Z, ring Q, n, x and y are as given in the application.

Copper-catalyzed: S -methylation of sulfonyl hydrazides with TBHP for the synthesis of methyl sulfones in water

A copper-catalyzed S-methylation of sulfonyl hydrazides with TBHP was efficiently developed, providing a variety of methyl sulfones with good to excellent yields. The reaction can be carried out in water smoothly without any ligand or additive under mild conditions and this catalyst-in-water can be recycled several times.

A simple protocol for Cu-catalyzed protodecarboxylation of (hetero)aromatic carboxylic acids

A simple and practical protodecarboxylation of o-nitrobenzoic acids as well as heteroaromatic carboxylic acids with various substituents via using CuI/Et3N has been established. This transformation provides a viable and low-cost approach to generating previously unavailable substituted arenes from readily accessible aryl carboxylic acids as the starting materials.

Synergistic combination of multi-ZrIV cations and lacunary keggin germanotungstates leading to a gigantic Zr24-cluster- Substituted Polyoxometalate

Synergistic directing roles of six lacunary fragments resulted in an unprecedented Zr24-cluster substituted poly(polyoxotungstate) Na 10K22[Zr24O22(OH) 10(H2O)2(W2O10H) 2(GeW9O34)4(GeW8O 31)2]·85H2O (Na10K 22·1·85H2O), which contains the largest [Zr24O22(OH)10(H2O)2] (Zr24) cluster in all the Zr-based poly(polyoxometalate)s to date. The most remarkable feature is that the centrosymmetric Zr24-cluster- based hexamer contains two symmetry-related [Zr12O 11(OH)5(H2O)(W2O10H) (GeW9O34)2(GeW8O31)] 16- trimers via six μ3-oxo bridges and was simultaneously trapped by three types of different segments of B-α-GeW9O34, B-α-GeW8O 31, and W2O10. The other interesting characteristic is that there are two pairs of intriguing triangular atom alignments: one is composed of the Zr(2,4,6,8,11) and W21 atoms and the other contains the Ge(1-3), Zr(3,5,7,9,10,12) and W26 atoms, and the Zr5 atom is inside the triangle; a linking mode is unobserved. The oxygenation reactions of thioethers by H2O2 were evaluated when Na 10K22·1·85H2O served as a catalyst. Results show that it is an effective catalyst for oxygenation of thioethers by H2O2. The unique redox property of oxygen-enriched polyoxotungstate fragments and Lewis acidity of the Zr cluster imbedded in Na10K22·1·85H2O provide a sufficient driving force for the catalytic conversion from thioethers to sulfoxides/sulfones.

Oxidation of aromatic amines into nitroarenes with m-CPBA

A versatile and highly efficient approach for the synthesis of nitroarenes from aromatic amine using m-CPBA has been developed. This oxidation reaction was operationally straightforward and proceeded to afford products in good isolated yields.

Asymmetric counteranion-directed iron catalysis: A highly enantioselective sulfoxidation

A highly active and enantioselective ion-pair sulfoxidation catalyst, consisting of an achiral iron(III)-salen cation and a chiral phosphate counteranion, mediates the oxidization of various sulfides with high yields and enantioselectivities. The enantioselectivities observed, especially for electron-poor substrates, represent the best results so far in manganese and iron-salen systems. This work represents the first application of our concept of asymmetric counteranion-directed catalysis (ACDC) to iron catalysis. Copyright

ANTIVIRAL PYRIMIDINES

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Electrophilic tetraalkylammonium nitrate nitration. II. Improved anhydrous aromatic and heteroaromatic mononitration with tetramethylammonium nitrate and triflic anhydride, including selected microwave examples

A new one-pot nitration employing tetramethylammonium nitrate and trifluoromethanesulfonic anhydride in dichloromethane to provide a ready source of the nitronium triflate nitrating agent is presented. Rapid and selective nitration with a variety of aromatic and heteroaromatic substrates is achieved resulting in the synthesis of several novel organic compounds. A distinct advantage is the removal of undesired byproducts by aqueous workup. This very mild nitration permits large-scale syntheses and gives high isolated product yields that often require no further purification. This tetramethylammonium nitrate-based nitration also has been applied to microwave-assisted conditions, and the results with several compounds are outlined.

Convenient one-pot procedure for converting aryl sulfides to nitroaryl sulfones

When treated with nitrogen dioxide and ozone in inert solvent at 0°C or below, aryl sulfides underwent smooth oxidative nitration to give nitroaryl sulfones in good yield. Using this methodology, a series of mono- and di-nitrated aryl sulfones were prepared from methyl phenyl sulfide and diphenyl sulfide and their physical data are presented.