2829-27-8

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 100-63-0 phenylhydrazine 
• 67-66-3 chloroform 
• 100394-75-0 1-(4-nitrobenzyl)-1-phenylhydrazine 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 107682-27-9 N-[2-nitro-1-(4-nitro-phenyl)-ethyl]-N'-phenyl-hydrazine 
• 1413917-19-7 N-[(1,1-dimethylethyl)diphenylsilyl]-4-nitrobenzaldimine 
• 119645-09-9 N-[(1,1-dimethylethyl)diphenylsilyl]benzenemethanamine 
• 1413917-21-1 N-[(1,1-dimethylethyl)diphenylsilyl]-3(4-nitrophenyl)oxaziridine 
• 62-53-3 aniline 

Downstream Products

• 101741-59-7 2-morpholino-1-(4-nitro-phenyl)-ethanone-phenylhydrazone 
• 807631-29-4 3-(4-nitro-phenyl)-1,5-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 110535-84-7 benzoic acid-[(4-nitro-benzylidene)-phenyl-hydrazide] 
• 25286-49-1 acetic acid-[(4-nitro-benzylidene)-phenyl-hydrazide] 
• 19098-48-7 4-amino-benzaldehyde phenylhydrazone 
• 94113-08-3 2-dimethylamino-1-(4-nitro-phenyl)-ethanone-phenylhydrazone 
• 54812-62-3 N'-(4-chloro-phenyl)-4-nitro-benzohydrazonoyl chloride 
• 861363-68-0 N'-(2,4-dichloro-phenyl)-4-nitro-benzohydrazonoyl chloride 
• 202275-14-7 4-nitro-N'-(2,4,6-trichloro-phenyl)-benzohydrazonoyl chloride 
• 790-48-7 4-nitrobenzaldehyde N-methyl-N-phenylhydrazone 
• 62031-31-6 4-nitro-α-phenylazo-benzaldehyde-oxime 
• 104707-32-6 4-nitro-benzaldehyde-(2,4-diphenyl semicarbazone) 
• 79650-58-1 4-Nitro-benzoic acid N'-acetyl-N'-phenyl-hydrazide 
• 135137-36-9 1-(o-Hydroxyphenyl)-3-(p-nitrophenyl)-5-phenylformazan 

Relevant academic research and scientific papers

Colorimetric quantification of α-tocopherol (vitamin E) in pure form and different comestible samples by using newly synthesized tetrazolium salts

A quick, susceptible, and viable spectrophotometric procedure for the assay of α-tocopherol by newly synthesized tetrazolium reagents 2-phenyl-3-(2-thiazolyl)-5-(4-methoxyphenyl)tetrazolium bromide (PTMPT) and 2-phenyl-3-(2-thiazolyl)-5-(4-nitrophenyl)tet

Chromogenic anion receptors based on 4-nitrophenylhydrazone and phenylhydrazone

Chromogenic anion receptors based on 4-nitrophenylhydrazone and phenylhydrazone have been designed and synthesized. UV-Vis and 1H NMR titration showed that receptor 1 responded to anions according to their basicity. Although the nature of hydrogen bonds i

Synthesis of 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) and 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) Perchlorates

Abstract: New bis-formazans and bis(5,6-dihydro-1,2,4,5-tetrazin-1-ium) perchlorates were synthesized with high yields under mild conditions. 1,1′-([1,1′-Biphenyl]-4,4′-diyl)bis(3-aryl-5-phenylformazans) were obtained by diazo coupling of para-substituted benzaldehyde phenylhydrazones with [1,1′-biphenyl]-4,4′-bis(diazonium chloride). Treatment of the obtained bis-formazans with formaldehyde in the presence of perchloric acid in dioxane afforded 1,1′-([1,1′-biphenyl]-4,4′-diyl)bis(3-aryl-5-phenyl-5,6-dihydro-1,2,4,5-tetrazin-1-ium) diper-chlorates. The structure of the synthesized compounds was confirmed by elemental analyses and UV, IR, and 1H and 13C NMR spectra.

Synthesis and Electrochemical Properties of 2-(4-R1-Phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro1,2,4,5-tetrazin-1(2H)-yls

Abstract: A new methodology for creating electroactive components for organic batteries,based on the construction of a molecular platform including stable3,4-dihydro-1,2,4,5-tetrazin-1(2H)-ylradicals was described. A series of2-(4-R1-phenyl)-6-(4-R2-phenyl)-4-phenyl-3,4-dihydro-1,2,4,5-tetrazin-1(2H)-yls with substituents of various nature wasobtained. It was shown that the substituents R1 inthe aromatic ring at position 2 of the tetrazinyl fragment influence the valueof the oxidation potential in the radical, but do not influence the value of thereduction potentials, while the substituent R2 of thearomatic ring at position 6 influence the values of the reduction potentials andpractically do not influence oxidation potential values. Based on the obtainedelectrochemical data, a correlation structure–potential value was revealed forthe cathodic and anodic process, with the help of which triarylsubstituted3,4-dihydro-1,2,4,5-tetrazin-1(2H)-ylradicals with high values of the electrochemical gap were obtained.

Triarylverdazyl radicals as promising redox-active components of rechargeable organic batteries

A novel design of electroactive components of rechargeable organic batteries based on stable verdazyl radicals bearing various substituents is proposed. 3-Positioned aromatic substituents at the verdazyl moiety affect the reduction potentials and almost do not affect the oxidation potential, while 1-positioned aromatic substituents affect contrariwise the oxidation potential of this radical without any influence on the reduction potential. The acquired electrochemical data allowed us to reveal the structure—potential relationship for the cathodic and anodic processes, which provided the design of triarylverdazyl radicals possessing record-breaking parameters of the “electrochemical gap”.

Indoline Catalyzed Acylhydrazone/Oxime Condensation under Neutral Aqueous Conditions

Acylhydrazones formation has been widely applied in materials science and biolabeling. However, their sluggish condensation rate under neutral conditions limits its application. Herein, indolines with electron-donating groups are reported as a new catalyst scaffold, which can catalyze acylhydrazone, hydrazone, and oxime formation via an iminium ion intermediate. This new type of catalyst showed up to 15-fold rate enhancement over the traditional anilinecatalyzed reaction at neutral conditions. The identified indoline catalyst was successfully applied in hydrogel formation.

Transition-Metal-Free Coupling of 1,3-Dipoles and Boronic Acids as a Sustainable Approach to C?C Bond Formation

The need for alternative, complementary approaches to enable C?C bond formation within organic chemistry is an on-going challenge in the area. Of particular relevance are transformations that proceed in the absence of transition-metal reagents. In the current study, we report a comprehensive investigation of the coupling of nitrile imines and aryl boronic acids as an approach towards sustainable C?C bond formation. In situ generation of the highly reactive 1,3-dipole facilitates a Petasis–Mannich-type coupling via a nucleophilic boronate complex. The introduction of hydrazonyl chlorides as a complementary nitrile imine source to the 2,5-tetrazoles previously reported by our laboratory further broadens the scope of the approach. Additionally, we exemplify for the first time the extension of this protocol into another 1,3-dipole, through the synthesis of aryl ketone oximes from aryl boronic acids and nitrile N-oxides.

Experimental and quantum chemical studies of the structural and spectral properties of novel diazenyl formazans

A new series of 3-(p-substitutedphenyl)-5-phenyl-1-(4-phenyldiazenyl)phenylformazans were synthesized by coupling p-substituted phenyl or pyridinylhydrazones with p-aminoazobenzene diazonium chloride. All compounds were characterized by FT-IR, UV–Vis, 1H NMR, and 13C NMR spectroscopic techniques, and HR-MS. DFT was used to calculate the molecular structures and 1H and 13C chemical shift values of the synthesized compounds with PBE1PBE functional and 6-311G(2d,2p)basis set combination. The IR spectra of the novel formazans were calculated using DFT at PBE1PBE/6-311G(d,p)level of theory. The electronic absorption spectra of the optimized structures were evaluated by TD-DFT method at PBE1PBE/6-311G(2d,2p)level of theory. The absorption spectra of the synthesized diazenyl formazans were investigated in three different solvents. A good correlation was established between the experimental data and calculated results.

Insights about resveratrol analogs against trypanothione reductase of Leishmania braziliensis: Molecular modeling, computational docking and in vitro antileishmanial studies

In this work, we combined molecular modeling, computational docking and in vitro analysis to explore the antileishmanial effect of some resveratrol analogs (ResAn), focusing on their pro-oxidant effect. The molecular target was the trypanothione reductase

Synthesis of hybrid polycycles containing fused hydroxy benzofuran and 1H-indazoles via a domino cyclization reaction

A stoichiometry controlled domino cyclization reaction of hydrazone and p-benzoquinone to an angularly fused 3H-benzofuro[3,2-e]indazole core with an embedded oxygenated dibenzofuran framework under mild reaction conditions is disclosed. The reaction involves palladium catalyzed 5-hydroxy-1H-indazole formation followed by TFA mediated [3+2] annulation between the in situ formed 5-hydroxy-1H-indazole and p-benzoquinone. The developed method is attractive because of the concomitant formation of two heterocyclic rings with consecutive multiple bond forming events that include two C-C, one C-N and one C-O bonds. Spectroscopic and theoretical studies of the blue emissive benzofuroindazole derivatives have also been described.