6418-00-4

Upstream product

• 99-65-0 meta-dinitrobenzene 
• 70-18-8 GLUTATHIONE 
• 142640-33-3 C₁₆H₂₁N₅O₉S 
• 302-72-7 rac-Ala-OH 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 99-09-2 3-nitro-aniline 

Downstream Products

• 1230-85-9 3,3'-dinitro azoxybenzene 
• 17122-21-3 1-nitro-3-nitrosobenzene 
• 122364-74-3 N-m-nitrophenyl-2-furylacrylohydroxamic acid 
• 96127-03-6 N-Hydroxy-N-(3-nitro-phenyl)-benzamide 
• 3585-98-6 α-(4-(dimethylamino)phenyl)-N-(3-nitrophenyl)nitrone 
• 127089-95-6 N-Hydroxy-N-(3-nitro-phenyl)-formamide 
• 119-34-6 4-amino-2-nitrophenol 
• 51639-69-1 N-3'-nitrophenyl-N-hydroxy-2-furancarboxamide 

Relevant academic research and scientific papers

Polystyrene stabilized iridium nanoparticles catalyzed chemo- and regio-selective semi-hydrogenation of nitroarenes to N-arylhydroxylamines

Polystyrene stabilized Iridium (Ir@PS) nanoparticles (NPs) as a heterogeneous catalyst have been developed and characterized by IR, UV–Vis, SEM, TEM, EDX and XRD studies. The prepared Ir@PS catalyst showed excellent reactivity for chemo- and regio-selective controlled-hydrogenation of functionalized nitroarenes to corresponding N-arylhydroxylamine using hydrazine hydrate as reducing source and environmentally benign polyethylene glycol (PEG-400) as green solvent. The present methodology was applied for vast substrate scope and found to be compatible with wide range of reducible functional groups. The reaction performed at 85 °C or ambient temperature and completed within 5–80 minutes. The catalyst can easily be filtered out from reaction mixture and reusable.

Disperse dye intermediate preparation method

The invention provides a disperse dye intermediate preparation method, which is characterized by utilizing m-dinitrobenzene as a raw material and obtaining a target product through amination, amidation and reduction reaction. In addition, the disperse dye intermediate preparation method disclosed by the invention enables waste residues generated in a reaction process to be recycled through a circular metal reduction method. Furthermore, the disperse dye intermediate preparation method disclosed by the invention has environmental friendliness and no pollution.

Highly selective and controllable synthesis of arylhydroxylamines by the reduction of nitroarenes with an electron-withdrawing group using a new nitroreductase BaNTR1

A new bacterial nitroreductase has been identified and used as a biocatalyst for the controllable reduction of a variety of nitroarenes with an electron-withdrawing group to the corresponding N-arylhydroxylamines under mild reaction conditions with excellent selectivity (>99%). This method therefore represents a green and efficient method for the synthesis of arylhydroxylamines.

Selective reduction of nitroarenes to N-arylhydroxylamines by use of Zn in a CO2-H2O system, promoted by ultrasound

The promoting effect of ultrasound on the selective reduction of nitroarenes to N-arylhydroxylamines by use of Zn in an environmentally benign CO2-H2O system has been demonstrated. The yield of N-phenylhydroxylamine reaches 95% when the reaction is carried out with a Zn-to-nitrobenzene molar ratio of 2.2 under ultrasound (40 kHz) at 25 °C and normal pressure of CO2 for 60 min. Application of ultrasound to the reaction has the advantages of higher yield of N-arylhydroxylamines, shorter reaction time, and consumption of less Zn. Springer Science+Business Media B.V. 2012.

Carbon supported Pt colloid as effective catalyst for selective hydrogenation of nitroarenes to arylhydroxylamines

The Pt colloid supported on carbon is an active and selective catalyst for the partial hydrogenation of nitroaromatics with electron-withdrawing substituents to the corresponding N-arylhydroxylamine, indicating an additive-free green catalytic approach fo

Solvent hydrogen bonding and structural influences on the CrVI oxidation of anilines in aqueous acetic acid medium

The oxidation of meta- and para-substituted anilines by CrVI oxidant, imidazolium fluorochromate (IFC), in aqueous acetic acid mixtures of varying compositions in the presence of p-toluenesulfonic acid (PTS) is first order in IFC and PTS. Michaelis-Menten type kinetics is observed with all of the anilines. The IFC oxidation of 15 meta- and para-substituted anilines at 299-322 K complies with the isokinetic relationship but not to any of the linear free energy relationships. The isokinetic temperature lies within the experimental range. The rate data failed to correlate with macroscopic solvent parameters such as relative permittivity, εr, and ionizing power, Y, correlation of rate data with Kamlet-Taft solvatochromic parameters (hydrogen bond donor acidity, α, hydrogen bond acceptor basicity, β, and dipolarity/polarizability, π*) is linear which suggests that the specific solute-solvent interactions play a dominating role in governing the reactivity.

The selective reduction of nitroarenes to N-arylhydroxylamines using Zn in a CO2/H2O system

Nitroarenes are reduced to the corresponding N-arylhydroxylamines with high selectivity using Zn dust in a CO2/H2O system under mild conditions. The yield of N-phenylhydroxylamine from nitrobenzene is 88% when the reaction is carried out at 25 °C for 1.5 hours with a Zn to nitrobenzene molar ratio equal to 3 under 0.1 MPa CO2. Other nitroarenes, which contain reducible functionality other than a nitro group, are also reduced to the corresponding N-arylhydroxylamines with yield from 88% to 99%. The process fully removes the need to use NH4Cl and is environmentally benign. The Royal Society of Chemistry 2009.

Effect of solvent on the rate of oxidation of substituted anilines with nicotinium dichromate in aqueous-acetic acid media

Mechanistic studies on the oxidation of 15 para- and meta-substituted anilines by nicotinium dichromate in water-acetic acid medium of varying mole fractions have been performed. The reaction can be characterized by the experimental rate equation, -d[oxidizing agent]/dt = Kk [substrate] [HCrO 4-]/(1 + K [substrate]) The addition of p-toluenesulfonic acid enhances the reaction. The oxidation substituted anilines at 299-322 K complies with the isokinetic relationship but not to any of the linear free energy relationships, the isokinetic temperature lies within the experimental range. Correlation of rate data with Kamlet-Taft solvatochromic parameters (α, β, π*) suggests that the specific solute-solvent interactions play a major role in governing the reactivity.

Effect of substituents on the rate of oxidation of anilines with peroxomonosulfate monoanion (HOOSO3-) in aqueous acetonitrile: A mechanistic study

Mechanistic studies on the oxidation of 18 meta-, para-, and ortho-substituted anilines (Ans) by HOOSO3- in aqueous acetonitrile medium have been performed. The reaction can be characterized by the experimental rate equation, -d[HSO5-]/dt = k[An][HSO5-] The addition of p-toluenesulfonic acid (TsOH) retards the reaction. The increase in the reactivity of anilines as the medium is made more aqueous is interpreted. The reaction is enhanced by electron-donating groups on the amine in the series consistent with the rate-limiting nucleophilic attack of the amine on the persulfate oxygen. The proposed mechanism involves the conversion of phenylhydroxylamine to nitrosobenzene in a fast step. The ESR study reveals the absence of free radicals in the reaction. Various attempts have been made to analyze the experimental rate constants in terms of LFER plots. Improved correlations are obtained with σ- values and the σ- form of the Yukawa-Tsuno equation.

Ultrasonically activated reduction of substituted nitrobenzenes to corresponding N-arylhydroxylamines

Arylhydroxylamines can be obtained by reduction of the corresponding nitroaromatic compounds. We report here an efficient preparation of arylhydroxylamines by a controlled reduction of nitro compounds using zinc metal and ammonium chloride under ultrasonic activation in very short reaction times.