1151920-00-1

Usage

Molecular structure

1-Benzyl-4-(3-aminophenyl)-1H-1,2,3-triazole consists of a five-membered triazole ring, a benzyl group, and a 3-aminophenyl group.

Triazole ring

A five-membered heterocyclic ring containing three nitrogen atoms and two carbon atoms.

Benzyl group

A common and versatile chemical moiety often used as a protecting group in organic synthesis.

3-Aminophenyl group

A common functional group found in many biologically active compounds.

Biological activity

1-Benzyl-4-(3-aminophenyl)-1H-1,2,3-triazole has potential biological activity and has been studied for its potential use in pharmaceuticals.

Versatile chemical

The compound has potential applications in the pharmaceutical industry due to its unique structure and biological activity.

Upstream product

• 100-39-0 benzyl bromide 
• 54060-30-9 3-acetylenephenylamine 
• 100-44-7 benzyl chloride 
• 622-79-7 benzyl azide 

Relevant academic research and scientific papers

Symmetrical and Non-symmetrical Pd (II) Pincer Complexes Bearing Mesoionic N-heterocyclic Thiones: Synthesis, Characterizations and Catalytic Properties

In contrast to well-established symmetrical pincer complexes, non-symmetrical metal pincers with the loss of C2v symmetry are much less studied. In this work, mesoionic NHTs (NHTs = N-heterocyclic thiones), which can be viewed as the sulfur adducts of mesoionic carbenes, are incorporated into pincer complexes for the first time. Two symmetrical and non-symmetrical phenylene-bridged bis (NHT) compounds 3a/3b were synthesized as proligands via a “cycloaddition-alkylation-thionation” reaction sequence. In a case to access bis (NHT) compound 3c, N-dealkylation reactions occurred. The carbene NMR signals of NHTs are only partially correlated to the π-accepting abilities of carbenes, which is different from Bertrand's carbene-phosphinidene system. The structural analysis of 3a/3b indicates that they possess C-S partial double bonds. 3a and 3b served as the precursors to access two aryl anion-linked [SCS/S′] pincer complexes 6a/6b. An external base proved to be essential for this cyclopalladation process. The catalytic properties of 6a/6b in the cycloisomerizations of alkynoic acids have been examined. Finally, non-symmetrical complex 6a shows superior catalytic performance in such transformations contrasting to its symmetrical counterpart 6b.

Synthesis of a heterogeneous Cu(OAc)2-anchored SBA-15 catalyst and its application in the CuAAC reaction

A novel dinuclear Cu(OAc)2-anchored SBA-15 catalyst was synthesized by simple proton exchange of a carboxyl functionalized mesoporous SBA-15 silica with Cu(OAc)2 in water. XAFS and EPR spectra were utilized to probe its structure. Su

Synthesis of 1,2,3-triazoles in the presence of mixed Mg/Fe oxides and their evaluation as corrosion inhibitors of API 5L X70 steel submerged in HCl

In this work, the catalytic capacity of a Mg/Fe layered double hydroxide (LDH) and its mixed oxides to perform Huisgen cycloaddition was studied. The catalytic process was performed in the presence of sodium ascorbate, which was determinant for the success of the 1,3-cycloaddition. The obtained triazoles were evaluated as corrosion inhibitors using electrochemical impedance spectroscopy under static conditions, showing an inhibition efficiency higher than 95% at 50 ppm for some of the triazoles studied. According to the Langmuir isotherm, all the compounds synthesized and analysed exhibit a chemisorption process. Finally, the corrosion process when submerging a steel bar in 1 M HCl was studied using SEM-EDS. This experiment showed that the corrosion process decreases considerably in the presence of 50 ppm of the organic inhibitor.

Method for catalytically synthesizing 1,2,3-triazole compound by copper acetate/hydroxylamine hydrochloride/sodium acetate catalytic system

The invention discloses a method for catalytically synthesizing a 1,2,3-triazole compound by a copper acetate/hydroxylamine hydrochloride/sodium acetate catalytic system and belongs to the technical field of synthesis of the 1,2,3-triazole compound. The m

An efficient Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction in aqueous medium with a zwitterionic ligand, betaine

Cu-catalyzed azide-alkyne cycloaddition reaction in aqueous medium was dramatically accelerated by a simple zwitterionic additive, betaine, at ambient temperature. In the presence of betaine, 1,4-disubstituted-1,2,3-triazoles were obtained from azides and

Copper(II) Acetylacetonate: An Efficient Catalyst for Huisgen-Click Reaction for Synthesis of 1,2,3-Triazoles in Water

An efficient and green copper(II) acetylacetonate-catalyzed protocol for the Huisgen-click reaction in water at 100 °C has been established. The protocol was not only suitable for the reaction between organic azides and alkynes, but also suitable for one-pot three-component reaction among alkyl halides, NaN3 and alkynes.

Regioselective synthesis of 1,2,3-triazoles catalyzed over ZnO supported copper oxide nanocatalyst as a new and efficient recyclable catalyst in water

The CuO/ZnO nanocatalysts are reported as efficient and recyclable catalysts for the regioselective synthesis of 1,2,3-triazoles from benzyl halides and terminal alkynes in water. The catalysts are synthesized by a co-precipitation method and characterized by BET surface area, XRD, SEM, TEM and EDS analysis. The effect of CuO loading, catalyst amount and solvent was investigated. The catalyst can be recovered by a simple filtration and applied in consecutive runs with no loss of activity.

Highly efficient click reaction on water catalyzed by a ruthenium complex

The highly efficient click reaction between terminal alkynes and azides has been achieved on water using ruthenium complex RuH2(CO)(PPh3)3 as the catalyst, and the catalyst loading was decreased to 0.2 mol% on water from 5

Metallic copper wire: a simple, clear and reusable catalyst for the CuAAC reaction in supercritical carbon dioxide

An efficient protocol for the CuAAC reaction catalyzed by metallic copper wire for the synthesis of 1,4-disubstituted triazoles has been developed in supercritical carbon dioxide (scCO2) at 50 °C. The protocol could afford the corresponding pro

Click synthesis of 1,4-disubstituted-1,2,3-triazoles catalysed by CuO-CeO2 nanocomposite in the presence of amberlite-supported azide

A CuO-CeO2 nanocomposite in the presence of amberlite-supported azide has been used for the click synthesis of 1,4-disubstituted-1,2,3-triazoles in good yields. This catalyst can be reused several times without any significant decrease in the c