7466-26-4

Usage

Uses

Used in Organic Synthesis:
(E)-1-(4-bromophenyl)-2-(4-chlorophenyl)diazene is used as a building block in the synthesis of other chemical compounds. Its reactivity and structural features make it a valuable component in creating a diverse range of molecules with specific properties and functions.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (E)-1-(4-bromophenyl)-2-(4-chlorophenyl)diazene is utilized as a key intermediate in the development of new drugs. Its potential role in drug discovery is attributed to its unique chemical properties, which can be harnessed to create novel therapeutic agents.
Used in Medical Imaging:
(E)-1-(4-bromophenyl)-2-(4-chlorophenyl)diazene has been studied for its potential use in medical imaging. Its properties may allow for the development of new imaging agents that can enhance the visualization and detection of various medical conditions.
Used in Anticancer Research:
Although further research is required, (E)-1-(4-bromophenyl)-2-(4-chlorophenyl)diazene has shown promise as a potential anticancer agent. Its unique structure and reactivity may contribute to the development of new treatments for cancer, offering new avenues for therapeutic intervention.

Upstream product

• 106-47-8 4-chloro-aniline 
• 106-40-1 4-bromo-aniline 
• 108-95-2 phenol 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 3035-94-7 4-((p-bromophenyl)diazenyl)phenol 
• 4340-77-6 4-chloroazobenzene 
• 932-98-9 1-chloro-4-nitroso-benzene 

Relevant academic research and scientific papers

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 azos catalyzed by the common metal copper (0) through oxidative coupling reactions

A facile and efficient approach to synthesize symmetric, asymmetric and bridged aromatic azo compounds (AAzos) from aromatic amines was developed by using red copper as catalyst. Despite numerous efforts towards the catalytic synthesis of symmetric and asymmetric AAzos derivatives, most reactions present certain drawbacks inhibiting their industrial applications, such as laborious multi-step processes, harsh reaction conditions and expensive reagents. And the synthesis of bridged azos had low yields before. With the presence of ammonium bromide as co-catalyst, pyridine as a ligand and molecular dioxygen as a sole oxidative reagent, red copper, a common and abundant metal in nature, exhibited unexpected catalytic activity towards the preparation of AAzos in high yields via one-step reaction, making this catalyst an attractive candidate for industrial and synthetic applications.

Reactions of dry arenediazonium o-benzenedisulfonimides with triorganoindium compounds

The reaction between various arenediazonium o-benzenedisulfonimides and triorganoindium compounds is described. Depending on the reaction conditions, it is possible to obtain biaryls (16 examples, average yield of 79%) or diaryldiazenes (18 examples, average yield of 81 %). o-Benzenedisulfonimide can be recovered and reused to prepare additional arenediazonium o-benzenedisulfonimides. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Preparation of diazenes by electrophile C-coupling reactions of dry arenediazonium o-benzenedisulfonimides with Grignard reagents

The diaryldiazenes (19 examples) and aryl(tertbutyl)diazenes (3 examples) 3 were prepared by electrophilic C-coupling reactions of dry arenediazonium o-benzenedisulfonimides 1 with Grignard reagents. The reactions were carried out in anhyd THF at -78°C un

A Simple Route for the Synthesis of Chlorosubstituted Arylazobenzenes, Arylazonaphtalenes, and Arylazopyrazoles

The reaction of arylazophenoles and arylazohydroxypyrazoles (or their tautomer hydrazones) 10, 11, and 15 with POCl3 in dimethylformamide yields chlorosubstituted arylazobenzenes or arylazopyrazoles 12, 13 and 16, resp., in moderate to high yields.The substitution of the OH-group by the Cl-moiety is favoured by acceptor substituents in the aryl fragments ortho- and/or para-linked to the azo group.In case that arylazocompounds derived from resorcinol are used the substitution reaction runs in a stepwise manner giving raise to the formation of o-hydroxy-p-chlorosubstit uted azo compounds 18 primarily and then of dichlorosubstituted azo compounds 19.