41595-29-3

Upstream product

• 540-24-9 p-phenylenediamine hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 624-18-0 benzene-1,4-diamine hydrochloride 
• 106-50-3 1,4-phenylenediamine 
• 50931-32-3 N,N′-(cyclohexa-2,5-diene-1,4-diylidene)bis-(4-methylbenzenesulfonamide) 
• 868-85-9 Dimethyl phosphite 
• 173257-69-7 5,6-dibromo-1,4-bis(p-tolylsulfonylimino)-2-cyclohexene 
• 7732-18-5 water 
• 7498-47-7 bis-(4-dimethylamino-phenyl)-hydroxyphosphine 
• 24400-84-8 allyl triisopropylsilane 
• 50931-32-3 (E)-N,N′-(cyclohexa-2,5-diene-1,4-diylidene)bis-(4-methylbenzenesulfonamide) 
• 536-57-2 p-toluene sulfinic acid 
• 100-01-6 4-nitro-aniline 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 

Downstream Products

• 93368-03-7 N,N'-Bis(5-brompentyl)-N,N'-bis(p-tolylsulfonyl)-p-phenylendiamin 
• 832724-30-8 N,N',N'',N'''-tetratosyl-1,7,14,20-tetraaza[7.7]paracyclophane 
• 50931-32-3 N,N′-(cyclohexa-2,5-diene-1,4-diylidene)bis-(4-methylbenzenesulfonamide) 
• 14504-09-7 2,3,5,5,6,6-hexachloro-2-cyclohexene-1,4-dione 
• 118-75-2 chloranil 
• 76165-36-1 N,N'-bis-p-toluenesulfonyl-2,3,5,6-tetrachloro-1,4-benzoquinone diimine 
• 76165-53-2 2,3,5,6-tetrachloro-N,N'-ditosyl-p-phenylenediamine 
• 173097-12-6 2,3,5,5,6,6-Hexachloro-1,4-di-p-tolylsulfonylimino-2-cyclohexene 
• 205304-70-7 N,N'-ditosyl-N,N'-bis(3-bromopropyl)-p-phenylenediamine 
• 56077-38-4 N,N'-dimethyl-N,N'-di-p-toluenesulfonyl-1,4-phenylenediamine 
• 118226-20-3 C₅₀H₃₆N₂O₁₂S₂ 
• 118226-21-4 C₆₂H₄₄N₂O₁₂S₂ 
• 29773-09-9 N,N'-(1,4-phenylene)bis(N-ethyl-4-methylbenzenesulfonamide) 
• 105-10-2 N,N'-dimethyl-p-phenylenediamine 

Relevant academic research and scientific papers

Interactions in Molecular Crystals, 146 [1,2]. the Crystal Structure of N,N′-Ditosyl-p-phenylenediamine, Density Functional Theory Calculations of Conformations and Hydrogen Bond Motifs in Sulfonamides

In a study preceeding the investigation of a novel class of inclusion compounds, the low-temperature crystal structure of the host-molecule N,N′-ditosyl-p-phenylenediamine has been determined. It crystallizes in the monoclinic space group P21ln

Wurster's crownophanes: An alternate topology for para-phenylenediamine- based macrocycles

Six redox-active cyclophane/crown hybrid molecules (crownophanes) were prepared via cyclization reactions involving N,N′-dimethyl-p- phenylenediamine and tosylated oligoethylene glycols of varying length. These new host molecules differ from other phenyle

Lewis acid promoted annulation of p-quinoneimines by allylsilanes: A facile entry into benzofused heterocycles

(equation presented) Lewis acid promoted addition of allyltriisopropylsilane to p-quinoneimines afforded different benzofused heterocycles in moderate to good yields depending on the conditions employed.

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.

Triple Mode of Alkylation with Ethyl Bromodifluoroacetate: N, or O-Difluoromethylation, N-Ethylation and S-(ethoxycarbonyl)difluoromethylation

In this report, we have explored a triple mode of chemical reactivity of ethyl bromodifluoroacetate. Typically, bromodifluoroacetic acid has been used as a difluorocarbene precursor for difluoromethylation of soft nucleophiles. Here we have disclosed nucleophilicity and base dependent divergent chemical reactivity of ethyl bromodifluoroacetate. It furnishes lithium hydroxide and cesium carbonate promoted difluoromethylation of tosyl-protected aniline and electron-deficient phenols respectively. Interestingly, switching the base from lithium hydroxide to 4-N,N-dimethylamino pyridine (DMAP) tosyl-protected anilines afforded the corresponding N-ethylation product. Whereas, highly nucleophilic thiophenols furnished the corresponding S-carboethoxydifluoromethylation product via a rapid SN2 attack to the bromine atom prior to the ester hydrolysis. This mechanistic divergence was established through several control experiments. It was revealed that difluoromethylation reaction proceeds through a tandem in situ ester hydrolysis/decarboxylative-debrominative difluorocarbene formation and subsequent trapping by the soft nucleophile-NHTs or electron-deficient phenolic ?OH groups. In the presence of DMAP the hydrolysis of the ester is perturbed instead a nucleophilic attack at the ethyl moiety provides the N-ethylation product. Hence, besides the development of a practical base-promoted N-difluoromethylation of amines and electron-deficient phenols, divergent reactivity pattern of inexpensive and user-friendly ethyl bromodifluoroacetate has been explored. (Figure presented.).

Structure-Activity and Structure-Property Relationship and Exploratory in Vivo Evaluation of the Nanomolar Keap1-Nrf2 Protein-Protein Interaction Inhibitor

Directly disrupting the Keap1-Nrf2 protein-protein interaction (PPI) is an effective way to activate Nrf2. Using the potent Keap1-Nrf2 PPI inhibitor that was reported by our group, we conducted a preliminary investigation of the structure-activity and structure-property relationships of the ring systems to improve the drug-like properties. Compound 18e, which bore p-acetamido substituents on the side chain phenyl rings, was the best choice for balancing PPI inhibition activity, physicochemical properties, and cellular Nrf2 activity. Cell-based experiments with 18e showed that the Keap1-Nrf2 PPI inhibitor can activate Nrf2 and induce the expression of Nrf2 downstream proteins in an Nrf2-dependent manner. An exploratory in vivo experiment was carried out to further evaluate the anti-inflammatory effects of 18e in a LPS-challenged mouse model. The primary results indicated that 18e could reduce the level of circulating pro-inflammatory cytokines induced by LPS and relieve the inflammatory response. (Chemical Equation Presented).

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

Polycationic states of oligoanilines based on Wurster's blue

Polycations of two oligoanilines based on Wurster's blue, N,N',N-tris[4-(dimethylamino)phenyl]-N,N',N-trimethyl1,3,5-benzenetriamine (2) and N,N'-bis(3-{N-[4-(dimethylamino)phenyl]-N-methylamino}phenyl)-N,N'-dimethyl- pphenylenediamine (3), have been generated efficiently by a stepwise oxidation procedure, Their redox behavior was characterized in terms of the embedded p-phenylenediamine (PD) units and their intramolecular connectivity, EPR analysis of the oxidized 2 and 3 species revealed the existence of high-spin species in solution. It was found that spin multiplicities of the dominant polycationic species of 2 and 3 formed by 3 equiv, of oxidant can be assigned to quartet: and doublet states, respectively on the basis of pulsed EPR spectroscopy, These results demonstrate that the intramolecular connectivity between the spin-containing units decisively influences the spin preference of the multispin systems based on oligoanilines.

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.

Reaction of N-Arylsulfonyl-p-quinonimines and semiquinoid structures produced therefrom with Bis(p-dimethylaminophenyl)phosphinite

N-Arylsulfonyl-1,4-benzoquinonemonoimines react with bis(N-dimethylaminophenyl)phosphinite in keeping with the character and position of substituents in the quinoid ring along 1,4-, 6,1-, or 1,2-addition way; N-arylsulfonyl-1,4-naphthoquinonemonoimines react along 1,4-, 6,1-, 1,2-, or 6,3-addition. Semiquinoid polyhalostructures generated therefrom react similarly to the corresponding quinonimines possessing several chlorine substituents in the quinoid ring. N,N-Diarylsulfonyl-1,4-benzoquinonediimines with no substituents in the ring yield with bis(p-dimethylaminophenyl)phosphinite 1,4-addition products. Along a competing reaction quinonediimine is reduced to the corresponding phenylenediamine. With the tetrachloro substituted in the ring 1,4-benzoquinonediimine and the corresponding semiquinoid derivative only reduction is observed.