421-85-2

Usage

Uses

Used in Synthetic Chemistry:
Trifluoromethanesulfonamide is used as an intermediate in synthetic chemistry for various applications, including the preparation of specific inhibitors of mammalian secreted phospholipases A2. These inhibitors play a crucial role in regulating the activity of enzymes involved in the production of inflammatory mediators, which can be beneficial in the treatment of various inflammatory diseases.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, trifluoromethanesulfonamide is involved in the synthesis of ecicosanoids, which are a group of biologically active compounds derived from polyunsaturated fatty acids. These compounds have diverse physiological functions, including the regulation of inflammation, blood clotting, and immune responses. The development of drugs targeting ecicosanoid pathways can potentially lead to novel therapeutic approaches for various diseases.
Used in Research and Development:
Trifluoromethanesulfonamide is also utilized in research and development for the design and synthesis of new chemical entities with potential applications in various fields, such as pharmaceuticals, materials science, and agrochemicals. Its unique chemical properties make it a valuable building block for the creation of novel molecules with specific biological activities or material properties.

InChI:InChI=1/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)

Upstream product

• 67-56-1 methanol 
• 109139-28-8 N-trifluoromethylsulfonyl-S-amino-S-p-chlorophenylsulfoximide 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 2926-29-6 Langlois reagent 
• 887603-01-2 N,N'-methylenebis-(trifluoromethanesulfonamide) 
• 100-42-5 styrene 
• 957188-75-9 [N-(trifluoromethylsulfonyl)imino][4-(trifluoromethyl)phenyl]-λ³-bromane 
• 343337-74-6 N-trifluoromethylsulfonyl-(4-fluorophenyl)-carboximidoyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 7664-41-7 ammonia 
• 1245720-27-7 trifluoro-N-[hydroxy(triphenyl)phosphoranyl]methanesulfonamide 

Downstream Products

• 40630-40-8 trifluoromethanesulfonamide ethanol 
• 31650-41-6 C₂₅H₂₀F₃NO₂P₂S 
• 95970-31-3 C₈H₄F₆N₂O₄S₂ 
• 95970-27-7 phenyl N-(trifluoromethanesulfonyl) trifluoromethyl sulfilimine 
• 95970-29-9 C₈H₄F₇NO₂S₂ 
• 95970-28-8 C₈H₄ClF₆NO₂S₂ 
• 174282-49-6 trifluoro-N-(2-phenylacetyl)methanesulfonamide 
• 39063-00-8 4-fluoro-N-((trifluoromethyl)sulfonyl)benzamide 
• 39062-91-4 N-trifluoromethylsulfonylbenzamide 
• 343337-70-2 4-methyl-N-((trifluoromethyl)sulfonyl)benzamide 
• 39062-99-2 4-chloro-N-(trifluoromethylsulfonyl)benzamide 
• 39062-98-1 4-nitro-N-(trifluoromethylsulfonyl)benzamide 

Relevant academic research and scientific papers

A fluoroalkyl (S - alkyl sulfonyl phenylimino) preparation of sulfonamides method (by machine translation)

The invention belongs to the field of preparation of fluorinated compounds, more specifically, relates to a fluoroalkyl (S - alkyl sulfonyl phenylimino) sulfonamide preparation method. The invention provides a method for synthesizing alkyl (S - alkyl sulfonyl phenylimino) of sulfonamides, sulfur valence state is + 4 (fluoroalkyl sulfonyl) of ([...] sulfonyl) imide ionic liquid or an alkali metal salt in a suitable organic solvent directly with the amine reagent in the reaction to synthesize sulfonyl imide salt of super delocalization important intermediate alkyl (S - alkyl sulfonyl phenylimino) sulfonamide. The method not only greatly shortening the preparation fluoroalkyl (S - alkyl sulfonyl phenylimino) sulfonamide route, and compared with before takes water as a solvent, the yield of the reaction and high purity, the operation step is short, the purification process is simple, the ionic liquid can be circulated and reused, environmental protection, water pollution-free. (by machine translation)

Reaction of N,N′-Methylenebis(trifluoromethanesulfonamide) with Styrene under Oxidative Conditions

The reaction of N,N′-methylenebis(trifluoromethanesulfonamide) with styrene in the oxidative system t-BuOCl/NaI affords triflamide, 2-iodo-1-phenylethanol, N,N′-bis(trifluoromethanesulfonyl)urea, and the product of styrene bistriflamidation. The mechanism

PERFLUOROALKYL SULFONAMIDE AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To simply provide high-purity perfluoroalkyl sulfonamide by efficiently reducing bis(perfluoroalkyl sulfone)imide, an impurity to be generated in a production process. SOLUTION: High-purity perfluoroalkyl sulfonamide is obtained by reducing bis(perfluoroalkyl sulfone)imide by washing perfluoroalkyl sulfonamide expressed by the following formula (1), which contains the bis(perfluoroalkyl sulfone)imide, with a chlorinated solvent: RfSO2 NH2, provided that, in the formula (1), Rf is a straight or branched 1-4C perfluoroalkyl group. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Highly regioselective amination of unactivated alkanes by hypervalent sulfonylimino-δ3-bromane

Amination of alkanes has generally required metal catalysts and/or high temperatures. Here we report that simple exposure of a broad range of alkanes to N-triflylimino-δ3-bromane 1 at ambient temperature results in C-H insertion of the nitrogen functionality to afford triflyl-substituted amines in moderate to high yields. Marked selectivity for tertiary over secondary C-H bonds was observed; primary (methyl) C-H bonds were inert. Addition of hexafluoroisopropanol to inhibit decomposition of 1 dramatically improved the C-H amination efficiencies. Second-order kinetics, activation parameters (negative activation entropy), deuterium isotope effects, and theoretical calculations suggest a concerted asynchronous bimolecular transition state for the metal-free C-H amination event.

The aza Arndt-Eistert reaction based on N-trifluoromethylsulfonylarenecarboximidoyl chlorides

The aza analogues of carboxylic acids chlorides containing the {double bond, long}NSO2CF3 and {double bond, long}NSO2CH3 groups instead of oxygen atom were used in the Arndt-Eistert reaction. It was found that N

Reaction of N-sulfinyltrifluoromethanesulfonamide with triphenylphosphine and triphenylphosphine oxide

The reaction of N-sulfinyltrifluoromethanesulfonamide with triphenylphosphine and triphenylphosphine oxide or of trifluoromethanesulfonamide with dichloro(triphenyl)phosphorane leads to trifluoro-N-(triphenyl-λ5-phosphanylidene)methanesulfonamide, which is hydrolyzed to trifluoromethanesulfonamide and triphenylphosphine oxide via the intermediate trifluoro-N-[hydroxy(triphenyl)phosphoranyl] methanesulfonamide.

N-TRIFLUOROMETHYLSULFONYL-S-TRIFLUOROMETHYL-S-ARYLSULFOXIMIDES

N-Trifluoromethylsulfonyl-S-trifluoromethyl-S-arylsulfoximides were obtained by the reaction of the sodium salts of S-trifluoromethyl-S-arylsulfoximides with the anhydride or chloride of trifluoromethanesulfonic acid.In electronic nature the CF3S(O)=NSO2CF3 group is a "superstrong" electron-withdrawing substituent, which corresponds to the effect of the two nitro groups at the ortho and para positions to the reaction center.The dimethylaminoazo dye with the CF3S(O)=NSO2CF3 substituent at position 4 exhibits negative halochromism.

Trifluormethansulfinsaeure-Azid und Trifluormethan-Schwefeloxidnitrid - Synthese und chemische Eigenschaften

The synthesis of a perfluoroalkyl derivative of sulfanuric acid was attempted via the thermal decomposition of a) F3CSO2NPCl3 to yield OPCl3 as a byproduct, b) F3CSON3 to give the desired product by splitting off elemental nitrogen.However F3CSO2NPCl3 unexpectedly is stable up to 500 deg, when it looses mainly the F3C-group.Trifluoromethane sulfinic acidazide, F3CSON3, which we synthesised from the acid chloride and NaN3 at -40 deg starts to decompose as expected around -10 deg forming as the primary intermediate F3CSON, which can be formulated containing a S-N triple bond, and which proved to be extremely reactive.This trifluoromethan-sulfur oxide nitride oligomerizes spontaneously, or in presence of suitable compounds can be captured to yield various new compounds.With acetonitril a dithiatriazin is formed, with F3CSON3 an explosive sulfonimidoyl-azide, with trimethylsilyl azide, N-trimethylsilyl-trifluoromethan-sulfonimidoyl chloride.F3CSOCl yields an N-substituted sulfonimidoyl chloride in two diastereomeric forms.