29418-44-8

Upstream product

• 64-17-5 ethanol 
• 775567-49-2 N-(4-methoxy-phenyl)-N'-p-tolyl-hydrazine 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 104-94-9 4-methoxy-aniline 
• 2497-33-8 4-((4-methylphenyl)azo)phenol 
• 74-88-4 methyl iodide 
• 106-49-0 p-toluidine 
• 100-17-4 para-methoxynitrobenzene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 108-95-2 phenol 
• 74-83-9 methyl bromide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 775567-49-2 N-(4-methoxy-phenyl)-N'-p-tolyl-hydrazine 
• 1595026-17-7 2-(4-methylphenylsulfonamido)-4-methoxy-4'-methylazobenzene 
• 85314-04-1 4-methoxy-ONN-4'-methylazoxybenzene 
• 85314-03-0 4-methoxy-NNO-4'-methylazoxybenzene 

Relevant academic research and scientific papers

Preparations and Structures of 3-Chloro-ONN-4'-methylazoxybenzene and 4-Methoxy-ONN-4'-methylazoxybenzene

A treatment of 3-chloro-NNO-4'-methylazoxybenzene (1β) with CrO3 in acetic acid gave 3-chloro-ONN-4'-methylazoxybenzene (1α) in good yield, whereas 4-methoxy-ONN-4'-methylazoxybenzene (2α) isomerized partially to 4-methoxy-NNO-4'-methylazoxybenzene (2β) under the same conditions.The structures of 1α and 2α have been determined by X-ray analysis.

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.

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.

Efficient Solar-Driven Hydrogen Transfer by Bismuth-Based Photocatalyst with Engineered Basic Sites

Photocatalytic organic conversions involving a hydrogen transfer (HT) step have attracted much attention, but the efficiency and selectivity under visible light irradiation still needs to be significantly enhanced. Here we have developed a noble metal-free, basic-site engineered bismuth oxybromide [Bi24O31Br10(OH)] that can accelerate the photocatalytic HT step in both reduction and oxidation reactions, i.e., nitrobenzene to azo/azoxybenzene, quinones to quinols, thiones to thiols, and alcohols to ketones under visible light irradiation and ambient conditions. Remarkably, quantum efficiencies of 42% and 32% for the nitrobenzene reduction can be reached under 410 and 450 nm irradiation, respectively. The Bi24O31Br10(OH) photocatalyst also exhibits excellent performance in up-scaling and stability under visible light and even solar irradiation, revealing economic potential for industrial applications.

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.

Aromatic amine oxidation process for preparing aromatic azobenzene method

The invention relates to a method for preparing an aromatic azo compound by utilizing aromatic amine oxidation. In the method, air or oxygen serves as an oxygen source, and under the effect of a catalyst, aromatic amine is oxidized into the aromatic azo compound. The method is high in oxidization efficiency and product yield; the air or the oxygen serves as the oxygen source, and the method is economical and environmentally friendly. The product and the catalyst can be separated easily, and the aftertreatment is simple. The catalyst is easy to reuse, and the method has very good application prospect.

Oxidative coupling of anilines to azobenzenes using heterogeneous manganese oxide catalysts

We herein report the transition metal oxide-catalyzed synthesis of azobenzenes through the oxidative coupling of anilines. An octahedral molecular sieve of manganese oxide, OMS-2, exhibited the best activity and selectivity. Nine examples of symmetric azobenzenes and twenty unsymmetric ones were synthesized with 62-99% conversion and 64-99% selectivity. In the aniline cross-coupling reactions, the difference of the Hammett constants of two substituted groups (Δσ) determines the selectivity to unsymmetric azobenzenes, which are the major products at Δσ 0.32. In-depth studies reveal that the surface defect sites of the mixed-valence manganese oxide play a key role in facilitating electron transfer and activating molecular oxygen. The single-electron transfer (SET) reaction mechanism is proposed based on electron paramagnetic resonance and X-ray powder diffraction characterization.

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.

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.

Highly efficient synthesis of aromatic azos catalyzed by unsupported ultra-thin Pt nanowires

Aromatic azos were synthesized using unsupported ultra-thin platinum nanowires as catalysts under mild reaction conditions and the reaction mechanism was proposed.