6319-21-7

Usage

Uses

Used in Organic Synthesis:
1-(2-Methoxyphenyl)-2-phenyldiazene is used as an intermediate in the organic synthesis industry for the production of dyes and pigments. Its azo coupling reactions are essential in creating a wide range of colorants used in various applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-(2-Methoxyphenyl)-2-phenyldiazene is utilized as a precursor for the synthesis of different drugs. Its unique chemical structure allows for the development of new therapeutic agents that can address various medical conditions.
Used in Chemical Research:
1-(2-Methoxyphenyl)-2-phenyldiazene is also employed in chemical research as a model compound to study the properties and reactions of diazene groups and related structures. This helps in advancing the understanding of chemical behavior and contributes to the development of new synthetic methods and applications.

InChI:InChI=1/C13H12N2O/c1-16-13-10-6-5-9-12(13)15-14-11-7-3-2-4-8-11/h2-10H,1H3

Upstream product

• 56-23-5 tetrachloromethane 
• 90-04-0 2-methoxy-phenylamine 
• 98-95-3 nitrobenzene 
• 586-96-9 Nitrosobenzene 
• 62-53-3 aniline 

Downstream Products

• 952-35-2 N-phenyl-N'-2-methoxyphenyl hydrazine 
• 2362-57-4 2-phenylazo-phenol 
• 135066-27-2 2-(2-methoxyphenyl)-1,2-dihydro-3H-indazol-3-one 
• 3682-71-1 2-phenyl-2H-indazole 
• 110078-33-6 Ru(P(C₆H₅)3)2ClC₆H₄N₂C₆H₄(OCH₃) 
• 3366-54-9 3-hydroxy-benzidine 
• 3365-87-5 3-Methoxy-benzidin 

Relevant academic research and scientific papers

Palladium-catalyzed cyclizative carbonylation of azobenzenes toward 3H-Indazol-3-ones using formic acid as CO source

A palladium-catalyzed cyclizative carbonylation of azobenzenes has been developed to access 1-acyl 2-aryl 3H-indazol-3-ones in moderate to good yields with good functional compatibility. This procedure proceeded with the sequential ortho-C–H carbonylation and cyclization, where formic acid served as the CO source. The practicability of this transformation was further increased by the employment of facilely available azobenzenes derivatives as one-handled starting materials.

Palladium-Catalyzed Carbonylative Cyclization of Azoarenes

In this communication, we established an interesting palladium-catalyzed carbonylation protocol for the intramolecular cyclization of azoarenes. With Mo(CO)6 as the solid CO source and through C(sp2)?H bond activation, a series of azoarenes were transformed into the corresponding 2-arylindazolones in moderate to good yields. Notably, not only symmetrical azoarenes, but also unsymmetrical substrates underwent the reaction with excellent regioselectivity.

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.