29619-30-5

Upstream product

• 98-64-6 4-Chlorobenzenesulfonamide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 81924-15-4 N-(2,2,2-trichloroethylidene)-4-chlorobenzenesulfonamide 
• 124-40-3 dimethyl amine 
• 68-12-2 N,N-dimethyl-formamide 
• 2725-55-5 di(4-chlorobenzenesulfonyl)amine 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 17260-65-0 N,N-dichloro-4-chlorobenzenesulfonamide 

Relevant academic research and scientific papers

A Novel Synthesis of N -Sulfonylformamidines from N Sulfonyl sulfonamides

N -Sulfonylformamidines were synthesized from N -sulfonylsulfonamides by reacting with p -toluenesulfonyl chloride (TsCl) and N, N - disubstituted formamides. In this reaction, it was expected that mixing TsCl with the N, N -disubstituted formamide would generate an iminium salt (Vilsmeier reagent). The reaction avoids the use of metal catalysts and hazardous reagents, and the desired N -sulfonylformamidines were obtained in 60% to quantitative yields.

Otherwise inert reaction of sulfonamides/carboxamides with formamides via proton transfer-enhanced reactivity

NBS-mediated addition-elimination reaction of sulfonamides/carboxamides and formamides afforded N-sulfonylamidines and N-formylarylamides, respectively, depending on the different mechanism of elimination. Hydrogen bond-induced proton transfer leads to en

Metal- and solvent-free synthesis of N-sulfonylformamidines

A solvent-free green synthesis of N-sulfonylformamidines is reported via the direct condensation of N,N-dimethylformamide dimethyl acetal (DMF-DMA) and sulfonamide derivatives at room temperature. The described method avoids the use of metal catalysts as

Direct condensation of sulfonamide and formamide: NaI-catalyzed synthesis of N-sulfonyl formamidine using TBHP as oxidant

A new N-sulfonyl formamidine synthesis was developed via NaI-catalyzed direct condensation of sulfonamide and formamide. The green methodology is featured by high atom economy, easily available starting materials, the lack of need for a transition-metal c

TRICHLOROMETHYL GROUP AS A NUCLEOFUGE IN THE REACTION OF AZOMETHINES WITH AMINES

In the reaction of N-(2,2,2-trichloroethylidene)-4-R-benzoylsulfonamides (R = H, Cl, CH3) with aliphatic secondary amines N,N-dialkyl-N'-arylsulfonylformamidines are formed as substitution products of the trichloromethyl group.Thus, the trichloromethyl gr

Topically active carbonic anhydrase inhibitors. 4. [(hydroxyalkyl)sulfonyl]benzene and [(hydroxyalkyl)sulfonyl]thiophenesulfonamides

For several decades a tantalizing goal for the treatment of primary open-angle glaucoma has been the development of a topically active carbonic anhydrase inhibitor. Recent results from several research groups indicate that considerable progress has been made toward this objective. In this report, we present the design and synthesis of (hydroxyalkyl)sulfonyl-substituted benzene- and thiophenesulfonamides. These compounds exhibit inhibition of carbonic anhydrase II in the nanomolar range and lower intraocular pressure in the α-chymotrypsinized rabbit model of ocular hypertension after topical instillation.

N-(2,2,2-TRICHLOROETHYLIDENE)ARENESULFONAMIDES AND N-(2,2,2-TRICHLOROETHYLIDENE)ETHOXYFORMAMIDES IN REACTIONS WITH AMINES

The reaction of highly electrophilic N-(2,2,2-trichloroethylidene)arenesulfonamides with primary alkylamines and arylalkylamines leads to the formation of the addition products N-arenesulfonamides.These compounds are unstable, and this is due to the presence of the three electronegative substituents at the methine carbon atom.More basic dialkylamines lead to haloform decomposition of the N-(2,2,2-trichloroethylidene)arenesulfonamides and give high yields of dialkylarenesulfonylformamidines.At the same time dialkylamines add to N-(2,2,2-trichloroethylidene)etoxyformamide, forming N-ethoxyformamide.In reaction with trichloroethylideneethoxyformamide dimethylethanolamine forms the O-amidoalkylation product, i.e., N-ethoxyformamide, but its reaction with N-(2,2,2-trichloroethylidene)arenesulfonamide gives rise to its haloform decomposition with the formation of the corresponding arenesulfonamide.