81924-15-4

Basic information

• Product Name: Benzenesulfonamide, 4-chloro-N-(2,2,2-trichloroethylidene)-
• CAS NO: 81924-15-4
• Molecular Formula: C8H5Cl4NO2S
• Molecular Weight: 321.011
• Mol File: 81924-15-4.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-chloro-N-(2,2,2-trichloroethylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-chloro-N-(2,2,2-trichloroethylidene)-(81924-15-4)
• EPA Substance Registry System: Benzenesulfonamide, 4-chloro-N-(2,2,2-trichloroethylidene)-(81924-15-4)

Safety Data

• Hazardous Substances Data: 81924-15-4(Hazardous Substances Data)

Upstream product

• 540-59-0 1,2-Dichloroethylene 
• 17260-65-0 N,N-dichloro-4-chlorobenzenesulfonamide 
• 79-01-6 Trichloroethylene 
• 98-64-6 4-Chlorobenzenesulfonamide 
• 52867-26-2 4-chloro-N-sulfinyl-benzenesulfonamide 
• 75-87-6 chloral 

Downstream Products

• 140477-51-6 N,N'-(3-oxapentamethylene)-N-4-chlorobenzenesulfonylformamidine 
• 140477-53-8 N-(1-morpholino-2,2,2-trichloroethyl)-4-chlorobenzenesulfonamide 
• 114084-87-6 4-Chloro-N-(2,2,2-trichloro-1-furan-2-yl-ethyl)-benzenesulfonamide 
• 125159-84-4 N-<2,2,2-trichloro-1-(N-methyl-2-pyrrolyl)ethyl>-p-chlorobenzenesulfonamide 
• 125159-83-3 N-<2,2,2-trichloro-1-(2-pyrrolyl)ethyl>-p-chlorobenzenesulfonamide 
• 125159-85-5 N-<2,2,2-trichloro-1-(1-methyl-4,5,6,7-tetrahydro-2-indolyl)ethyl>-p-chlorobenzenesulfonamide 
• 130868-81-4 4-Chloro-N-[2,2,2-trichloro-1-(2-hydroxy-ethoxy)-ethyl]-benzenesulfonamide 
• 130868-84-7 C₁₈H₁₆Cl₈N₂O₆S₂ 
• 140477-49-2 4-Chloro-N-[1-dibutylamino-meth-(E)-ylidene]-benzenesulfonamide 
• 140477-52-7 N-(1-phenylethylamino-2,2,2-trichloroethyl)-4-chlorobenzenesulfonamide 
• 29665-26-7 N¹,N¹-diethyl-N²-4-chlorophenylsulfonylformamidine 
• 332145-69-4 1-(4-chlorobenzenesulfonamido)-1-(2-methyl-1H-indol-3-yl)-2,2,2-trichloroethane 
• 355387-91-6 2-methyl-4-[2,2,2-trichloro-1-(4-chlorophenylsulfonylamino)ethyl]phenol 

Relevant articles and documents

Intramolecular hydrogen bonds in the sulfonamide derivatives of oxamide, dithiooxamide, and biuret. FT-IR and DFT study, AIM and NBO analysis

The hydrogen bonding in [(1-arylsulfonylamino-2,2,2-trichloro)ethyl]biuret 1, [(1-arylsulfonylamino-2,2,2-trichloro)ethyl]oxamide 2, and [(1-arylsulfonylamino-2,2,2-trichloro)ethyl]dithiooxamide 3, the sulfonamide derivatives of biuret 4, oxamide 5, and d

C- and N-amidotrichloroethylation of azoles

1H-Pyrazoles, triazoles, and imidazoles in reaction with ethoxycarbonylimine and arylsulfonylimines of chloral yield addition products, corresponding 1-(1-amidotrichloroethyl)azoles. Derivatives of 1-alkylpyrazoles and pyrazolones react with chloral 4-chl

Alkylation of phenols with N-(2,2,2-trichloroethylidene)- and N-(2,2,2-trichloroethyl)arenesulfonamides

N-(2,2,2-Trichloroethylidene)- and N-(2,2,2-trichloroethyl)arenesulfonamides react with phenol, 2-chlorophenol, and 2-methylphenol in the presence of oleum or sulfuric acid to give the corresponding 4-(2,2,2-trichloro-1-arylsulfonylaminoethyl)phenols in g

C-amidoalkylation of the esters of aroxy- and arylthioacetic acids with trichloroethylidenarenesulfonamides

Esters of aroxyacetic and arylthioacetic acids react with chloral arenesulfonylimines in the presence of oleum affording in good yields the products of C-arenesulfonylamidoalkylation of the aromatic ring in 4 position.

Arylsulfonylaminoalkylation of indoles

Indole and its C- and N-methyl derivatives react with N-(2,2,2-trichloroethylidene)arenesulfonamides, yielding 3-(2,2,2-trichloro-1-arylsulfonylaminoethyl)indoles.

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.

N-(2,2,2-TRICHLOROETHYLIDENE)ARENESULFONAMIDES FROM N,N-DICHLOROARENESULFONAMIDES AND TRICHLOROETHYLENE IN REACTIONS WITH BIFUNCTIONAL COMPOUNDS

The reaction of highly electrophilic N-(2,2,2-trichloroethylidene)arenesulfonamides with bifunctional nucleophiles (mercaptoethanol, ethylene glycol, monoethanolamine, and mercaptoethylamine hydrochloride) was studied.In the reactions with mercaptoethanol

N-(2,2,2-TRICHLOROETHYLIDENE)ARENESULFONAMIDES IN THE C-AMIDOALKYLATION OF PYRROLES

The C-amidoalkylation of pyrrole and its derivatives by N-(2,2,2-trichloroethylidene)arenesulfonamides takes place regiospecifically at position 2 of the pyrrole ring with the formation of N-arenesulfonamides.