21650-73-7

Upstream product

• 100-00-5 4-chlorobenzonitrile 
• 27546-29-8 N'-Tosyloxy-N-<4-chlor-phenyl>-diimid-N-oxid 
• 823-86-9 N-(4-chlorophenyl)hydroxylamine 
• 932-98-9 1-chloro-4-nitroso-benzene 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 40473-79-8 (4-chloro-phenyl)-(4-methoxy-phenyl)-diazene 

Relevant academic research and scientific papers

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.

Synthesis of Unsymmetrical Aromatic Azoxy Compounds by Silver-Mediated Oxidative Coupling of Aromatic Amines with Nitrosoarenes

A silver(I) oxide-mediated synthesis of unsymmetrical aromatic azoxy compounds has been successfully achieved, wherein oxidative coupling reactions between aromatic amines and nitrosoarenes take place in ethanol under air. This reaction has very high economic value because silver(I) oxide is the only oxidant required and no other additive is needed. The resulted silver particles can be easily recovered, while the only other byproduct is water. This new procedure is compatible with various functional groups and proceeds under mild reaction conditions.

Synthesis method of asymmetric azoxybenzene compound

The invention relates to a synthesis method of an asymmetric azoxybenzene compound. According to the synthesis method, in an organic solvent, silver oxide is taken as the only promoter to carry out dehydrogenation condensation reactions. According to the

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.

Aryliminodimagnesium Reagents. XII. The Distribution of Products in the Condensation with Nitrobenzothiazoles. Reduction of Electron-Donating Ability of Reagent by the Interaction with Thiazolyl Group

The 4-, 5-, 6-, and 7-nitro derivatives of benzothiazole condense with ArN(MgBr)2 giving unsym-azoxy and -azo products.The product distribution indicated the mild nature of the reaction, and could be explained in terms of a reduced electron-donating ability of the reagent due to an interaction with thiazolyl group.

Aryliminodimagnesium Reagents. IV. The Independent Preparation of Unsymmetrically Substituted Azoxyarene Isomers and Their Deoxygenation

By use of the condensation reaction of aryliminodimagnesium reagents (ArN(MgBr)2) with nitroarenes, six symmetrical and eight unsymmetrical azoxyarenes including four pairs of isomers were prepared in 40-80percent yields.The deoxygenation reaction of the azoxyarenes by treating with five molar equivalents of p-MeOC6H4N(MgBr)2 at 55 deg C in tetrahydrofuran was also studied, and the reactivity of deoxygenation was correlated to the shift of the electronic absorption maximum of azoxyarene.