16504-19-1

Upstream product

• 1050-82-4 N,N'-bis(phenylsulfonyl)-p-benzoquinone diimine 
• 98-09-9 benzenesulfonyl chloride 
• 106-50-3 1,4-phenylenediamine 
• 1050-82-4 (E)-N,N′-(cyclohexa-2,5-diene-1,4-diylidene)dibenzenesulfonamide 
• 21313-73-5 1,4-Bis(benzenesulfonamido)-2-(diisopropoxyphosphinyl)benzene 
• 21313-74-6 Diphenyldithiophosphinsaeure-(2,5-bis-benzolsulfonylamino-phenylester) 
• 868-85-9 Dimethyl phosphite 
• 1050-82-4 (Z)-N,N′-(cyclohexa-2,5-diene-1,4-diylidene)dibenzenesulfonamide 
• 762-04-9 phosphonic acid diethyl ester 
• 173257-71-1 C₁₈H₁₄Br₂N₂O₄S₂ 
• 824-80-6 sodium 4-fluorobenzenesulfinate 
• 100-01-6 4-nitro-aniline 
• 618-41-7 Benzenesulfinic acid 

Downstream Products

• 251645-37-1 C₁₈H₁₀Cl₆N₂O₄S₂ 
• 73021-79-1 N,N'-bis(benzenesulfonyl)-2-chloro-1,4-benzoquinone diimine 
• 5465-40-7 N_.N'-(2-chloro-1,4-phenylene)dibenzenesulfonamide 
• 52411-72-0 N,N'-[(1-acetoxy-2-oxo-1,2-dihydro-[1]naphthyl)-cyclohexa-2,5-diene-1,4-diylidene]-bis-benzenesulfonamide 
• 52411-71-9 N,N'-[(2-hydroxy-[1]naphthyl)-p-phenylene]-bis-benzenesulfonamide 
• 115984-97-9 N,N'-biphenyl-2,5-diyl-bis-benzenesulfonamide 
• 810-35-5 N-(4-hydroxy-3-methyl-phenyl)-N,N'-p-phenylene-bis-benzenesulfonamide 
• 914-93-2 N-(4-hydroxy-phenyl)-N,N'-p-phenylene-bis-benzenesulfonamide 
• 173257-71-1 C₁₈H₁₄Br₂N₂O₄S₂ 
• 173257-73-3 N_.N'-(2,5-dibromo-1,4-phenylene)bisbenzenesulfonamide 
• 1050-82-4 N,N'-bis(phenylsulfonyl)-p-benzoquinone diimine 

Relevant academic research and scientific papers

Reaction of N,N′-disubstituted 1,4-benzoquinone diimines with sodium arenesulfinates

Radical anion 1,6-addition path in the reactions of N,N′-disubstituted 1,4-benzoquinone diimines with sodium arenesulfinates is favored by increase of the electron-donating power of the substituent in the para position of arenesulfinate ion and redox pote

Paired electrochemical conversion of nitroarenes to sulfonamides, diarylsulfones and bis(arylsulfonyl)aminophenols

A paired electrochemical method using nitrobenzene (NB) derivatives and arylsulfinic acids (ASAs) as starting materials was developed for the synthesis of some new sulfonamides, diarylsulfones and bis(arylsulfonyl)aminophenols. The synthetic strategy was designed using the data provided by electrochemical studies involving cyclic voltammetry on NB oxidation in the absence and presence of ASAs. The reactions have been successfully performed in an undivided cell, at carbon rod electrodes, in aqueous solutions, by constant current electrolysis at room temperature. This strategy does not require catalysts, toxic solvents and challenging workups. It is also applicable for a wide range of nitroarenes.

Reaction of semiquinoid compounds derived from N-arylsulfonyl-p-quinonemono- and diimines with tosylhydrazine

Reaction of 4-arylsulfonylimino-2,3,5,6,6-pentachloro-2-cyclohexen-1-ones with tosylhydrazine gives rise to N-arylsulfonyl-N-p-tolylsulfonyl-2,3,5,6-tetrachloroaminophenols. With 4-arylsulfonylimino-2,2,3-trichloro-1,2,3,4-tetrahydronaphthalen-1-ones and 4-arylsulfonylimino-2-dihalo-1,2,3,4-tetrahydronaphthalen-1-ones reaction products are 4-arylsulfonylamido-2,3-dichloro-4-p-tolylsulfonylhydrazido-1,4-dihydronaphthalen-1-ones and 2-p-tolylsulfonyl-1,4-naphthoquinone-4-diazide respectively. First stage of the processes consists in dehydrohalogenation yielding the corresponding N-arylsulfonyl-p-quinonimines.

Some reactions of new semiquinoid compounds derived from N-arylsulfonyl-p-quinonimines

Polyhalogenated semiquinoid compounds on the basis of N-arylsulfonyl-p-quinonimines react with reducing agents (zinc or sodium dithionite in acetic acid) with elimination of one or two hydrogen halide molecules, depending on the number of hydrogens at the sp3-hybridized carbon atoms, to give the corresponding benzoid structures. Dehydrohalogenation of the title compounds in chloroform in the presence of triethylamine leads to formation of quinonimines. N,N′-Bis(arylsulfonyl)-p-quinonediimine derivatives do not undergo dehydrohalogenation. Reactions with dialkyl hydrogen phosphites result mostly in 1,2-addition and formation of phosphorylated products; the reaction is likely to involve intermediate dehydrohalogenation to the corresponding quinonimines which can be isolated in the pure state.

Bromination of N,N'-Bis(arylsulfonyl)-1,4-benzoquinonediimines and 1,4-Phenylenediamines

Depending on the solvent, molar reactant ratio, and other conditions, bromination of N,N'-bis(arylsulfonyl)-1,4-benzoquinonediimines and N,N'-bis(arylsulfonyl)-1,4-phenylenediamines yields 1,4-bis(arylsulfonylimino)-5,6-dibromo-2-cyclohexenes, N,N'-bis(ar

HYDROBROMINATION OF N-ARYLSULFONYL-1,4-BENZO(NAPHTHO)QUINONE MONO- AND DIIMINES

The hydrobromination of N-arylsulfonyl-1,4-benzo(naphtho)quinone monoimines led to 2-bromo-4-arenesulfonamidophenols (or the corresponding 1-naphthols) and 2,6-dibromo-4-arenesulfonamidophenols.Their oxidation gave N-arylsulfonyl-2-bromo-1,4-benzo(naphtho

ORGANOPHOSPHORUS COMPOUNDS, XXIX. ON THE REACTION OF DIALKYL PHOSPHITES WITH p-BENZOQUINONEDIBENZENESULPHONIMIDE

The reaction of p-benzoquinonedibenzenesulphonimide (1) with dialkyl phosphites (2a-c) to give phosphoramidate (3), phosphonate 4 and/or p-benzoquinonedibenzenesulphonamide (5), has been studied under different experimental conditions.The factors influenc