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4-(4-Methylphenyl)-1H-1,2,3-triazole is an organic compound with the chemical formula C10H9N3. It is a derivative of 1,2,3-triazole, a five-membered heterocyclic ring containing three nitrogen atoms. This particular compound features a 4-methylphenyl group attached to the 4-position of the triazole ring, which imparts unique chemical properties and reactivity. It is often used as a chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Due to its stability and versatility, 4-(4-Methylphenyl)-1H-1,2,3-triazole has found applications in the development of new compounds with potential therapeutic or pesticidal properties.

5301-96-2

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5301-96-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5301-96-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,0 and 1 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5301-96:
(6*5)+(5*3)+(4*0)+(3*1)+(2*9)+(1*6)=72
72 % 10 = 2
So 5301-96-2 is a valid CAS Registry Number.

5301-96-2Relevant academic research and scientific papers

Access to (Z)-β-Substituted Enamides from N1-H-1,2,3-Triazoles

Wang, Tao,Tang, Zongyuan,Luo, Han,Tian, Yi,Xu, Mingchuan,Lu, Qixing,Li, Baosheng

supporting information, p. 6293 - 6298 (2021/08/23)

A direct ring-opening/nucleophilic substitution reaction of N1-H-1,2,3-triazoles has been described. Divergent (Z)-β-halogen- or sulfonyl-substituted enamides could be stereospecifically synthesized in a tunable manner. This strategy might not only enable

Direct Synthesis of 4-Aryl-1,2,3-triazoles via I2-Promoted Cyclization under Metal- And Azide-Free Conditions

Geng, Xiao,Huang, Chun,Wang, Li-Sheng,Wu, An-Xin,Wu, Yan-Dong,Yu, Xiao-Xiao,Zhao, Peng,Zhou, You

, p. 13664 - 13672 (2021/10/01)

We herein report an iodine-mediated formal [2 + 2 + 1] cyclization of methyl ketones, p-toluenesulfonyl hydrazines, and 1-aminopyridinium iodide for preparation of 4-aryl-NH-1,2,3-triazoles under metal- and azide-free conditions. Notably, this is achieved

Magnetically separable ZnFe2O4 nanoparticles: A low cost and sustainable catalyst for propargyl amine and NH-triazole synthesis

Bordoloi, Ankur,Chetia, Swadhin,Garg, Anirban,Guha, Ankur Kanti,Hazarika, Roktopol,Kalita, Amlan Jyoti,Kulshrestha, Akshay,Kumar, Arvind,Phukan, Parmita,Sarma, Diganta

, (2021/09/14)

The multicomponent reaction (MCR) strategy for the construction of important molecular scaffolds is in trending nowadays and among them, A3-coupling stands in a significant position. Aldehyde, amine and alkynes are coupled in this particular reaction via C-H activation process. Herein, we have reported zinc ferrite nanoparticles as magnetically separable heterogeneous catalyst for A3-coupling reaction with attractive attributes like excellent productivity, selectivity and better reusability. Moreover, the catalyst can also be effectively applied for the synthesis of various NH-triazoles with quantitative yields of the products. A plausible mechanism has been proposed for the synthesis of NH-triazoles followed by validation with computational study.

Silica immobilized copper N-heterocyclic carbene: An effective route to 1,2,3-triazoles via azide-alkyne cycloaddition and multicomponent click reaction

Garg, Anirban,Borah, Nobomi,Sultana, Jasmin,Kulshrestha, Akshay,Kumar, Arvind,Sarma, Diganta

, (2021/06/11)

A new silica supported copper N-heterocyclic carbene (Cu-NHC@SiO2) complex is prepared and characterized by scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX) and X-ray photoelectron spectroscopy (XPS) analyses. This complex is an efficient and easily retrievable catalyst for 1,2,3-triazole synthesis through direct azide-alkyne cycloaddition reaction as well as one-pot reaction using arylboronic acids. This catalytic system is also suitable for synthesis of 4-aryl-NH-1,2,3-triazoles from diverse benzaldehydes. Further, the catalyst can efficiently be recycled up to fifth cycle for all the three methods of 1,2,3-triazole synthesis through direct azide-alkyne cycloaddition and multi-component reactions.

Sulfonic acid-functionalized magnetic carbon nitride as highly efficient ionic composite for sustainable assembly of 1,2,3-triazoles

Saadat, Mostafa,Azizi, Najmedin,Qomi, Mahnaz

, p. 2057 - 2064 (2021/02/01)

Abstract: An efficient and straightforward method for constructing of biologically active 4-aryl-NH-1,2,3-triazoles by the 1,3-dipolar cycloaddition reaction of β-nitrostyrene?and sodium azide in the presence of acidic graphitic carbon nitride (Fe3/

A green metal-free "one-pot" microwave assisted synthesis of 1,4-dihydrochromene triazoles

Alves, Tania M. F.,Jardim, Guilherme A. M.,Ferreira, Marco A. B.

, p. 10336 - 10339 (2021/03/26)

The synthesis of several 4-aryl-1,4-dihydrochromene-triazoles was achieved via a metal-free "one-pot"procedure using PEG400 as the sole solvent in an eco-friendly process. Using microwave irradiation, the triazole derivatives were obtained in good yields and short reaction times starting from readily accessible building blocks.

Iodine-Mediated Condensation–Cyclization of α-Azido Ketones with p-Toluenesulfonyl Hydrazide for Synthesis of 4-Aryl-NH-1,2,3-Triazoles

Ren, Ming-Tian,Li, Min,Wang, An-Jing,Gao, Jie,Zhang, Xiang-Xiang,Shu, Wen-Ming

supporting information, p. 2233 - 2236 (2020/04/16)

A molecular iodine mediated condensation–cyclization reaction for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed from readily available α-azido acetophenones and p-toluenesulfonyl hydrazide. This reaction provides a metal-free strategy for the sequential formation of C–N and N–N bonds in mild condition.

Metal-Free Cascade [4 + 1] Cyclization Access to 4-Aryl- NH-1,2,3-triazoles from N-Tosylhydrazones and Sodium Azide

Shu, Wen-Ming,Zhang, Xun-Fang,Zhang, Xiang-Xiang,Li, Min,Wang, An-Jing,Wu, An-Xin

, p. 14919 - 14925 (2019/11/11)

A molecular iodine-mediated coupling cyclization reaction for the synthesis of 4-aryl-NH-1,2,3-triazoles has been developed from N-tosylhydrazones and sodium azide. This metal-free cascade [4 + 1] cyclization reaction could rapidly synthesize valuable com

A mineralogically-inspired silver-bismuth hybrid material: An efficient heterogeneous catalyst for the direct synthesis of nitriles from terminal alkynes

?tv?s, Sándor B.,Mészáros, Rebeka,Varga, Gábor,Kocsis, Marianna,Kónya, Zoltán,Kukovecz, ákos,Pusztai, Péter,Sipos, Pál,Pálinkó, István,Fül?p, Ferenc

, p. 1007 - 1019 (2018/03/13)

The synthesis and characterization of a silver-containing hybrid material is reported as a novel heterogeneous noble metal catalyst. In order to eliminate the need for traditional immobilization techniques, and to create a solid material with structurally-bound silver catalytic centers, the layered structure of a naturally occurring mineral served as the basis of the initial catalyst design. The novel material was prepared by means of the urea-mediated homogeneous precipitation of the corresponding metal nitrates, and was fully characterized by means of diverse instrumental techniques (X-ray diffractometry, Raman, IR, UV-Vis, EPR, X-ray photoelectron spectroscopies, thermal methods as well as atomic force, scanning and transmission electron microscopies). The as-prepared material exhibited outstanding activity in silver-catalyzed CC bond activation to yield organic nitriles directly from terminal alkynes with less environmental concerns as compared to the classical synthesis methods. The effects of the reaction time, the temperature, as well as the role of various solvents, nitrogen sources and additives were carefully scrutinized in order to achieve high-yielding and selective nitrile formation. The heterogeneous nature of the reaction was verified and the solid catalyst was recycled and reused numerous times without loss of its activity or degradation of its structure, thereby offering a sustainable synthetic methodology.

Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes

Lee, Heejin,Lee, Jae Kyun,Min, Sun-Joon,Seo, Hyeonglim,Lee, Youngbok,Rhee, Hakjune

, p. 4805 - 4811 (2018/04/26)

The copper(I)-catalyzed azide-alkyne cycloaddition reaction has been extensively studied and widely applied in organic synthesis. However, the formation of 1,2,3-triazoles with electron-deficient azide has been a challenging problem. In this report, we ha

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