3470-38-0

Usage

Uses

Used in Organic Synthesis:
(1E)-1,3-bis(4-bromophenyl)triaz-1-ene is utilized as a key intermediate in organic synthesis for the creation of various complex organic molecules. Its presence in reactions can facilitate the formation of desired products, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Material Science Research:
In the field of material science, (1E)-1,3-bis(4-bromophenyl)triaz-1-ene is employed as a building block for the development of new materials. Its structural attributes allow it to be integrated into the design of advanced materials with specific properties, such as those with potential applications in electronics, photonics, or as high-performance polymers.
Used in Pharmaceutical Research:
(1E)-1,3-bis(4-bromophenyl)triaz-1-ene is also being explored for its potential pharmacological properties. Researchers are investigating its capacity to serve as a drug candidate, given its unique chemical structure that may interact with biological targets in novel ways, potentially leading to the discovery of new therapeutic agents.
Used in Drug Development:
As a compound with potential medicinal applications, (1E)-1,3-bis(4-bromophenyl)triaz-1-ene is used in drug development to identify and optimize new chemical entities. Its properties may be harnessed to design drugs with improved efficacy, selectivity, and safety profiles, contributing to advancements in medicinal chemistry and pharmacology.

Upstream product

• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 106-40-1 4-bromo-aniline 
• 100-34-5 benzene diazonium chloride 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 127-06-0 acetone oxime 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 91731-89-4 C₁₄H₁₁Br₂N₃O 
• 883-39-6 1-phenyl-1H-benzotriazole 
• 5335-84-2 bis(4-bromophenyl)disulfide 
• 106-53-6 para-bromobenzenethiol 
• 34855-33-9 4-bromo-N-(4-bromophenyl)benzamide 
• 295795-24-3 [Rh2(CO)4(μ-p-BrC6H4NNNC6H4Br-p)2] 
• 15630-29-2 trans-bis[1,3-(4-bromophenyl)triazenide] mercury(II) 

Relevant academic research and scientific papers

Diaryl triazenes inhibit cytochrome P450 1A1 and 1B1 more strongly than aryl morpholino triazenes

Several diaryl triazene derivatives were synthesized and tested for their ability to inhibit cytochrome P450 1A1 and 1B1 as a potential means to prevent and treat cancer. These compounds are more planar than their conformational flexible aryl morpholino t

Heck-Matsuda arylation of olefins through a bicatalytic approach: Improved procedures and rationalization

The scope of the palladium-catalyzed Heck-Matsuda reaction, proceeding through the catalytic activation of anilines into the corresponding diazonium salts, has been considerably extended and is now working with deactivated electrophiles. Two different procedures, using catalytic amounts of both palladium and acid, have been optimized allowing the concept of bicatalysis to cover the complete electronic range of anilines. These environmentally friendly procedures proceed under very mild conditions, at room temperature in methanol, and only generate tert-butyl alcohol, water and nitrogen as by-products. Rationalization of reaction outcomes encountered in this work has been discussed with the support of computational studies.

Novel one-pot synthesis of thiophenols from related triazenes under mild conditions

In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines. Georg Thieme Verlag Stuttgart · New York.

Pd-catalyzed C-H activation/C-N bond formation: A new route to 1-aryl-1H-benzotriazoles

A method for the C-H activation of aryl triazene compounds followed by intramolecular amination is described. It involves the use of a catalytic amount of Pd(OAc)2 that efficiently effects the cyclization to provide 1-aryl-1H-benzotriazoles at moderate temperature.

Nitrosation with Sodium Hexanitrocobaltate(III)

Na3Co(NO2)6 has been investigated as a new reagent for the nitrosation of various substrates containing an amino functionality. Reactions took place in an aqueous solution of the reagent. The pH of the reaction mixture remained in the range 4.3-5. Thus, hydrazides were transformed to the corresponding acyl azides, and the reactions with arenesulfonyl hydrazines afforded arenesulfonyl azides. Treatment of aromatic amines with Na3Co(NO2)6 gave 1,3-diaryltriazenes in excellent yields; coupling of the initially formed diazo compound to the electron rich aromatic ring was also observed. Nitrosation of aliphatic amines was not possible due to complex formation with the reagent.

REACTION OF ARYLDIAZONIUM SALTS WITH ACETONE OXIME

The reaction of aryl diazonium salts containing electron-withdrawing substituents in the aromatic ring with acetone oxime leads to the formation of nitrogen-containing products instaed of the expected functional derivatives of 1-alkyl-3-aryltriazene 1-oxides.The structure of these products is a function of the number and chemical nature of the substituents in the diazo component. Keywords: aryldiazonium, triazene, triazene oxide, acetone oxime.

SUBSTITUENT EFFECT ON SOLVOLYSIS OF 3-ACETYL-1,3-DIPHENYLTRIAZENES

Eleven symmetrically disubstituted 3-acetyl-1,3-diphenyltriazenes have been synthetized by a new method.The solvolysis kinetics of title compounds has been measured in 20percent aqueous ethanol at several temperatures.The results are discussed from the point of view of temperature and substituent effects on the solvolysis rate constant of the 3-acetyl-1,3-diphenyltriazenes and conclusions are drawn about the reaction mechanism.