40473-79-8

Upstream product

• 2703-27-7 4-chloro-4'-hydroxyazobenzene 
• 51-66-1 4-methoxyacetanilide 
• 100-00-5 4-chlorobenzonitrile 
• 108-95-2 phenol 
• 100-17-4 para-methoxynitrobenzene 
• 21650-73-7 4-chloro-N-[(4-methoxyphenyl)imino]benzen-1-imine oxide 
• 104-94-9 4-methoxy-aniline 
• 106-47-8 4-chloro-aniline 
• 74-83-9 methyl bromide 
• 74-88-4 methyl iodide 
• 932-98-9 1-chloro-4-nitroso-benzene 

Downstream Products

• 1595026-24-6 2-(4-methylphenylsulfonamido)-4-methoxy-4'-chloroazobenzene 

Relevant academic research and scientific papers

Bifunctional Cs?Au/Co3O4 (Basic and Redox)-Catalyzed Oxidative Synthesis of Aromatic Azo Compounds from Anilines

An eco-friendly alkali-promoted (Cs?Au/Co3O4) catalyst, with redox and basic properties for the oxidative dehydrogenative coupling of anilines to symmetrical and unsymmetrical aromatic azo compounds, was developed. We realized a base additive- and molecular O2 oxidant-free process (using air), with reasonable reusability of the catalyst achieved under milder reaction conditions. Notably, the enhanced catalytic activity was also linked to the increased basic site concentration, low reduction temperatures, and the effect of lattice oxygen on the nanomaterials. The increased basic strength of the cation-promoted catalyst improved the electron density of the active Au species, resulting in higher yields of the desired aromatic azo compounds.

Method for preparing asymmetric azobenzene and azobenzene oxide compounds through photocatalysis

The invention relates to a method for preparing asymmetric azobenzene and azobenzene oxide compounds through photocatalysis. Through a photocatalyst, an aromatic nitro compound reacts with an aromaticamino compound under the conditions of illumination and inert gas to obtain an asymmetric azobenzene compound represented by a formula I and an asymmetric azoxybenzene compound represented by a formula II; the method can be used for replacing a conventional mature organic synthesis process, has the advantages of mild conditions, high selectivity and universality, and is suitable for industrial production.

Transition Metal-Free Oxidative Coupling of Primary Amines in Polyethylene Glycol at Room Temperature: Synthesis of Imines, Azobenzenes, Benzothiazoles, and Disulfides

A transition metal-free protocol has been developed for the oxidative coupling of primary amines to imines and azobenzenes, thiols to disulfides, and 2-aminothiophenols to benzothiazoles, offering excellent yields. The advantageous features of the present environmentally benign methodology include the usage of biocompatible and green reaction conditions such as, solvent, room temperature reactions and transition metal-free approach. Moreover, it offers a broader substrate scope.

Convenient Electrocatalytic Synthesis of Azobenzenes from Nitroaromatic Derivatives Using SmI2

The synthesis of azobenzenes has been a long-standing challenge. Their current preparation at a preparative or industrial scale requires stoichiometric amounts of environmentally unfriendly reactants. Herein, we demonstrate that the catalytic use of electrogenerated samarium diiodide (SmI2) could promote, in one-step synthesis, the reduction of nitrobenzenes into azobenzenes in high yields under mild reaction conditions. This catalytic procedure contains many elements satisfying a sustainable chemical process for the preparation of one of the most widely wanted family of chemical compounds. The easy synthetic procedure, and the absence of precious metals, bases, and nonhazardous substances, already makes our catalytic procedure a serious alternative to currently available methods. This is a promising method for the efficient synthesis of both symmetrical and asymmetrical azo compounds with a high functional group tolerance.

A mild CuBr-NMO oxidative system for the coupling of anilines leading to aromatic azo compounds

An efficient, mild and cost-effective method has been developed utilizing CuBr with N-methylmorpholine N-oxide (NMO/NMMO) for the oxidative coupling of anilines to access symmetrical and unsymmetrical azo compounds in high yield. The reactivity was found to be governed by electronic and steric factors of anilines.

Phenyliodine(III) diacetate (PIDA) mediated synthesis of aromatic azo compounds through oxidative dehydrogenative coupling of anilines: Scope and mechanism

An efficient and environmentally benign method has been developed for the synthesis of symmetrical and unsymmetrical aromatic azo compounds through phenyliodine(III) diacetate (PIDA) mediated oxidative dehydrogenative coupling of anilines in high yields.

Room temperature activation of oxygen by monodispersed metal nanoparticles: Oxidative dehydrogenative coupling of anilines for azobenzene syntheses

It is highly challenging but desirable to develop efficient catalysts for the activation of oxygen under mild conditions. Here, we report that various monodispersed metal nanoparticles (Ag, Pt, Co, Cu, Ni, Pd, and Au) efficiently activated molecular oxygen under mild conditions, illustrated by the aerobic oxidation of anilines to form either symmetric or asymmetric aromatic azo compounds. This discovery indicates that exploiting the catalytic power of nanoparticles could enable sustainable chemistry suitable for important oxidation reactions.

LIQUID CRYSTALLINE PROPERTIES OF 4-ALKOXY-4'-CHLOROAZOBENZENES

New family of liquid crystalline compounds with high dipole moment of the general formula: has been synthesised.On the basis of texture observation, DTA calorimetry and thermooptics, smectic A, Smectic E and nematic phases were identified.The te

Aryliminodimagnesium Reagents. XIX. Effects of Miscellaneous Metal Halides on Oxidative Self-Coupling of the Reagent, and on Its Condensation with Nitrobenzene. A New Preparative Route to o,o'-Dihydroxyazobenzene

Fourteen metal halides (MXn) were each added to the solution of aryliminodimagnesium (p-RC6H4N(MgBr)2, IDMg) in tetrahydrofuran, and the effect of MXn on relative yields of products was examined in the following three IDMg reactions: (A) oxidative coupling leading to symmetrical azobenzene, (B) condensation with nitrobenzene, and (C) condensation with o-hydroxy-substituted (o-HO) nitrobenzene.Reaction A was promoted by addition of CuCl2, and the yield of azoxybenzenes in reaction B was improved by addition of NiCl2 or CdCl2.Reaction C was similarly modified by addition of CdCl2 so as to improve the yield of o-HO-azoxybenzenes.Their acetyl derivatives underwent a facile photoinduced migration of azoxy oxygen and were successively hydrolyzed to afford bidentate chelating agents, o,o'-(HO)2-azobenzenes.

A novel synthesis of unsymmetrical azo aromatics inaccessible by diazo-coupling reaction

A novel synthesis of unsymmetrical azo aromatics inaccessible by diazo-coupling reaction is reported. The synthesis involved the reaction of acetanilides with nitroarenes under moderate reaction conditions. A reaction pathway via a nitrosoarene intermediate involving elimination of the elements of the acetate anion, is proposed.