158293-42-6

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-(2-thienylmethylene)-
• CAS NO: 158293-42-6
• Molecular Formula: C12H11NO2S2
• Molecular Weight: 265.357
• Mol File: 158293-42-6.mol
• Article Data: 26

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-(2-thienylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-(2-thienylmethylene)-(158293-42-6)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-(2-thienylmethylene)-(158293-42-6)

Safety Data

• Hazardous Substances Data: 158293-42-6(Hazardous Substances Data)

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 622-58-2 p-Tolylisocyanate 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 1361015-79-3 N-[2'-methylene-3'-oxo-1'-(thiophen-2''-yl)-pentyl]-4-methylbenzenesulfonamide 
• 1402429-46-2 ethyl 2,2-difluoro-3-(p-tolylsulfonylamino)-3-(2-thienyl)propionate 
• 1356390-90-3 4-methyl-N-(2,2,2-trifluoro-1-(thiophen-2-yl)ethyl)benzenesulfonamide 
• 1354637-86-7 (2S,3R)-3-(4-methylbenzenesulfonyl)amino-2-phenyl-3-(2-thienyl)propionitrile 
• 1299494-18-0 N-[indol-3-yl-(thiophen-2-yl)methyl]-4-methylbenzenesulfonamide 
• 1323421-35-7 S-tert-butyl (S)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanethioate 
• 1296868-39-7 2-methyl-1-[(4-methylphenyl)sulfonyl]-5-(2-thienyl)-1H-pyrrole 
• 1279709-64-6 3-(5-(thiophen-2-yl)-2-thioxo-1-tosylimidazolidine-4-carbonyl)oxazolidin-2-one 
• 6041-28-7 (2Z)-3-(thiophen-2-yl)prop-2-enenitrile 

Relevant articles and documents

The first enzyme-promoted addition of nitromethane to imines (aza-Henry reaction)

Enzyme catalytic promiscuity is the ability of a single enzyme active site to catalyze several chemical transformations, among them those which are different from natural. We have attempted to use this feature of enzymes in the nucleophilic addition of nitromethane to aldimines (the aza-Henry reaction) whose chemically catalyzed version leads to synthetically useful β-nitroamines. We succeded in obtaining for the first time the desired products in the yields up to 81%. The most efficient proved lipase TL (from Pseudomonas stutzeri) and oxynitrilase from Arabidopsis thaliana. However, all the reactions investigated were non-stereoselective.

Silica-supported zinc chloride (ZnCl2/SiO2)-induced efficient protocol for the synthesis of N-sulfonyl imines and 2-Arylbenzothiazole

A straightforward strategy for the synthesis of N-sulfonyl imine derivatives from sulfonamides and aryl aldehydes utilizing Silica-supported zinc chloride (ZnCl2/SiO2, silzic) as a catalyst under solvent-free conditions has been developed. 2-Arylbenzothiazole derivatives were also synthesized by the reaction of 2-aminothiophenol with aryl aldehydes under the same conditions. This procedure has advantages of high yields, mild reaction condition, simple procedure, low cost, and simplicity of workup. The catalyst has the same efficiency on its reuse up to three times.

Enantioselective Aza-Reformatsky Reaction with Ketimines

Here, an enantioselective aza-Reformatsky reaction using acyclic ketimine substrates is presented. Using α-phosphorated ketimines as electrophilic substrates and a simple BINOL-derived ligand, phosphorated analogues of aspartic acid holding chiral tetrasubstituted carbons are efficiently obtained with excellent enantioselectivity through an asymmetric organocatalytic Reformatsky-type reaction. The phosphorated analogues of aspartic acid have been used for the synthesis of phosphorus-containing enantiopure tetrasubstituted β-lactams.