Day: October 26, 2022

On April 17, 2003, Kallander, Lara S.; Ryan, Dominic M.; Thompson, Scott K. published a patent.Reference of 4-(p-Tolyl)-1H-1,2,3-triazole The title of the patent was Preparation of 4-phenyl-1H-1,2,3-triazoles as inhibitors of type 2 methionine aminopeptidase (MetAP2). And the patent contained the following:

The title compounds [I; X, Y = N, CH, CR, provided that X and Y are not both CR; R = H, halo, alkyl, etc.; R1 = H, halo, alkyl, etc.; R2, R3 = H, halo, alkyl, etc.] which are non-peptide, reversible inhibitors of type 2 methionine aminopeptidase, and useful in treating conditions mediated by angiogenesis, such as cancer, hemangioma, proliferative retinopathy, rheumatoid arthritis, atherosclerotic neovascularization, psoriasis, ocular neovascularization and obesity, were prepared Thus, reacting 3-ethynylphenylamine with Et glyoxalate in the presence of NaBH(OAc)3 and AcOH in 1,2-dichloroethane followed by treating the resulting ethoxycarbonylmethyl-(3-ethynylphenyl)amine with trimethylsilylazide in PhMe afforded I [X, Y = CH; R1, R2 = H; R3 = NHCH2CO2Et]. The compounds I show MetAP2 inhibitor activity having IC50 values in the range of 0.0001 to 100 μM. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Reference of 4-(p-Tolyl)-1H-1,2,3-triazole

The Article related to phenyltriazole preparation methionine aminopeptidase metap2 inhibitor angiogenesis antitumor, triazole phenyl preparation methionine aminopeptidase metap2 inhibitor angiogenesis antitumor and other aspects.Reference of 4-(p-Tolyl)-1H-1,2,3-triazole

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On August 9, 2021, Bay, Anna V.; Fitzpatrick, Keegan P.; Gonzalez-Montiel, Gisela A.; Farah, Abdikani Omar; Cheong, Paul Ha-Yeon; Scheidt, Karl A. published an article.SDS of cas: 1469801-67-9 The title of the article was Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones. And the article contained the following:

Single-electron N-heterocyclic carbene (NHC) catalysis has gained attention recently for the synthesis of C-C bonds. Guided by d. functional theory and mechanistic analyses, authors report the light-driven synthesis of aliphatic and α-amino ketones using single-electron NHC operators. Computational and exptl. results reveal that the reactivity of the key radical intermediate is substrate-dependent and can be modulated through steric and electronic parameters of the NHC. Catalyst potential is harnessed in the visible-light driven generation of an acyl azolium radical species that underwent selective coupling with various radical partners to afford diverse ketone products. This methodol. is showcased in the direct late-stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single-electron NHC operators. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).SDS of cas: 1469801-67-9

The Article related to aliphatic amino ketone preparation, acyl imidazole amino acid benzyl hantzsch ester benzylation, carbene, catalysis, density functional theory, late-stage functionalization, photochemistry and other aspects.SDS of cas: 1469801-67-9

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Bagheri, Sepideh; Nejad, Masoumeh Jadidi; Pazoki, Farzane; Miraki, Maryam Kazemi; Heydari, Akbar published an article in 2019, the title of the article was Folic-Acid-Functionalized Magnetic Nanoparticles as Green and Magnetic Recyclable Catalyst for the Synthesis of 4-Aryl-NH-1,2,3-triazoles in a Green Media.Recommanded Product: 4-(p-Tolyl)-1H-1,2,3-triazole And the article contains the following content:

A useful, robust, and cheap procedure was obtained for the synthesis of 4-aryl-NH-1,2,3-triazoles via aromatic aldehydes, nitromethane and choline azide in the presence of folic acid immobilized magnetic nanoparticle with good yields. The magnetic catalyst was easily synthesized and can be recycled at least five times with no significant loss in activity. In addition, the choline azide was used as a reagent and green solvent. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Recommanded Product: 4-(p-Tolyl)-1H-1,2,3-triazole

The Article related to reusable folic acid functionalize iron oxide catalyst preparation property, aromatic aldehyde nitromethane choline azide iron oxide catalyst cycloaddition, aryltriazole preparation green chem and other aspects.Recommanded Product: 4-(p-Tolyl)-1H-1,2,3-triazole

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On April 20, 2018, Lee, Heejin; Lee, Jae Kyun; Min, Sun-Joon; Seo, Hyeonglim; Lee, Youngbok; Rhee, Hakjune published an article.HPLC of Formula: 5301-96-2 The title of the article was Copper(I)-Catalyzed Synthesis of 1,4-Disubstituted 1,2,3-Triazoles from Azidoformates and Aryl Terminal Alkynes. And the article contained the following:

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 have demonstrated the formation of regioselective 1,4-disubstituted 1,2,3-triazoles from various types of aryl terminal alkynes and azidoformates, which are electron-deficient azides, using a commercialized [Cu(CH3CN)4]PF6 copper(I) catalyst under mild conditions. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).HPLC of Formula: 5301-96-2

The Article related to triazole regioselective preparation cycloaddition azidoformate aryl terminal alkyne, azide alkyne cycloaddition azidoformate aryl terminal alkyne, crystal structure phenyl triazole carboxylate and other aspects.HPLC of Formula: 5301-96-2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Squitieri, Richard A.; Fitzpatrick, Keegan P.; Jaworski, Ashley A.; Scheidt, Karl A. published an article in 2019, the title of the article was Synthesis and Evaluation of Azolium-Based Halogen-Bond Donors.Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate And the article contains the following content:

A method for the synthesis of iodinated imidazolium and triazolium N-heterocyclic halogen-bond-donor catalysts was developed. This approach was applied to the synthesis of a variety of 1,2,4-triazolium salts to prepare a series of novel chiral halogen-bond-donor catalysts. The counterions of the iodinated triazoliums were readily exchanged with chiral and achiral non-coordinating counterions to produce unique scaffolds. Their ability to promote/catalyze a conjugate addition reaction with indole was investigated. Through these initial studies, a set of general guidelines and considerations for the application of these halogen-bond donors in organocatalysis was established. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

The Article related to azolium salt catalyst preparation crystal structure, indole phenylbutenone azolium salt catalyst conjugate addition reaction, lewis bases, azolium, catalysis, conjugate addition, halogen bonding and other aspects.Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On August 31, 2021, Saadat, Mostafa; Azizi, Najmedin; Qomi, Mahnaz published an article.Electric Literature of 5301-96-2 The title of the article was Sulfonic acid-functionalized magnetic carbon nitride as highly efficient ionic composite for sustainable assembly of 1,2,3-triazoles. And the article contained the following:

An efficient and straightforward method for constructing of biol. active 4-aryl-NH-1,2,3-triazoles I [Ar = Ph, 2-BrC6H4, 2-thienyl, etc.] by the 1,3-dipolar cycloaddition reaction of β-nitrostyrene and sodium azide in the presence of acidic graphitic carbon nitride (Fe3O4@g-C3N4-SO3H) ionic nanocomposite had developed. Using a magnetically recoverable acidic ionic catalyst allows eco-friendly and facile conversion and simplifies exptl. setup and work-up procedure that enables the direct synthesis of triazole derivatives under mild conditions. The designed catalytic system provided a broader scope under short reaction times in good to excellent yields. Fe3O4@g-C3N4-SO3H could be simply recovered by magnetic separation using an external magnet, maintaining stable activity up to five cycles without appreciable loss of activity. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Electric Literature of 5301-96-2

The Article related to sulfonic acid functionalized graphitic carbon nitride iron oxide preparation, aryl triazole regioselective green preparation, beta nitrostyrene sodium azide dipolar cycloaddition iron oxide catalyst and other aspects.Electric Literature of 5301-96-2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On September 30, 2021, Garg, Anirban; Borah, Nobomi; Sultana, Jasmin; Kulshrestha, Akshay; Kumar, Arvind; Sarma, Diganta published an article.Formula: C9H9N3 The title of the article was Silica immobilized copper N-heterocyclic carbene: An effective route to 1,2,3-triazoles via azide-alkyne cycloaddition and multicomponent click reaction. And the article contained the following:

A new silica supported copper N-heterocyclic carbene (Cu-NHC@SiO2) complex is prepared and characterized by SEM (SEM), energy dispersive X-ray spectroscopy (EDX) and 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. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Formula: C9H9N3

The Article related to silica immobilized copper nitrogen heterocyclic carbene catalyst, triazole preparation azide alkyne cycloaddition multicomponent click reaction, one pot reaction arylboronic acid triazole preparation and other aspects.Formula: C9H9N3

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On May 18, 2017, Cha, Hyojin; Lee, Kyongkyu; Chi, Dae Yoon published an article.Electric Literature of 5301-96-2 The title of the article was Synthesis of N-unsubstituted 1,2,3-triazoles via aerobic oxidative N-dealkylation using copper(II) acetate. And the article contained the following:

A copper-catalyzed aerobic oxidative C-N bond cleavage reaction was developed for the synthesis of 4-substituted-NH-1,2,3-triazoles. Diverse β-ketotriazoles derivatives, which are the starting materials for the aerobic oxidative C-N bond cleavage reaction, were prepared from nine aryl and seven alkyl alkynes and α-azidoacetophenone by a copper(I)-catalyzed [3 + 2] cycloaddition reaction. The aerobic oxidation of α-(1,2,3-triazol-1-yl)acetophenones using a catalytic amount of copper(II) acetate in the presence oxygen under neutral conditions gave the title compounds in high yield [e.g., 1-phenacyl-4-phenyl-1H-1,2,3-triazole → 4-phenyl-1H-1,2,3-triazole (91%) in presence of Cu(OAc)2 and pyridine in PhCF3 under O2]. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Electric Literature of 5301-96-2

The Article related to copper catalyzed oxidative carbon nitrogen bond cleavage triazolylacetophenone, aerobic oxidative dealkylation triazolylacetophenone, triazole synthesis, azidoacetophenone cycloaddition aryl alkyl alkyne and other aspects.Electric Literature of 5301-96-2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Oliva, Cristina G.; Jagerovic, Nadine; Goya, Pilar; Alkorta, Ibon; Elguero, Jose; Cuberes, Rosa; Dordal, Alberto published an article in 2010, the title of the article was N-substituted-1,2,3-triazoles: synthesis, characterization and evaluation as cannabinoid ligands.Synthetic Route of 5301-96-2 And the article contains the following content:

A series of new N1-, N2- and N3-substituted 1,2,3-triazole derivatives has been synthesized by cycloaddition of butyltin azide with substituted alkynes followed by N-alkylation reactions. The regioisomers have been isolated and characterized using NMR techniques. GIAO/B3LYP calculations of the absolute shieldings have been performed to verify the assignments and so the structures have been unequivocally identified. The proportion in which the three isomers are obtained corresponds with the relative order of stability indicated by the energy values calculated at the B3LYP level. CB1 cannabinoid receptor binding assays have been performed but none of the compounds showed significant activity. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Synthetic Route of 5301-96-2

The Article related to tributyltin azide alkyne cycloaddition alkyl bromide alkylation, triazole nitrogen alkyl derivative regioselective preparation calculated chem shift, cannabinoid receptor binding assay alkyl triazole inactive and other aspects.Synthetic Route of 5301-96-2

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On September 30, 2022, Sandeep, K.; Sanjeeva Kumar, A.; Qureshi, Asif Ali; Kumara Swamy, K. C. published an article.Quality Control of 4-(p-Tolyl)-1H-1,2,3-triazole The title of the article was (3+2) Cycloadditions of Vinyl Sulfonyl Fluorides with Ethyl Diazoacetate or Azides: Metal-Free Synthesis of Pyrazole and Triazole Scaffolds via SO2 Elimination. And the article contained the following:

A (3 +2) cycloaddition reaction between substituted vinyl sulfonyl fluorides RCH=CHS(O)2F (R = Ph, 2,4,6-trimethylphenyl, naphthalen-2-yl, etc.) and 3,4-dihydronaphthalene-2-sulfonyl fluoride and Et diazoacetate or azides R1N3 (R1 = Ph, Bn, 4-nitrophenyl, etc.) for the rapid construction of pyrazole I or triazole cores II (R1 = H, Ph, Bn, 4-nitrophenyl, etc.) via Michael addition and SO2 gas elimination is developed. Trimethylsilyl azide or organic azide selectively attacks at the β-carbon of vinyl sulfonyl fluoride rather than at the S(VI) center and generates C-substituted or C,N-disubstituted triazole II. In contrast, vinyl sulfonyl fluorides react with Et diazoacetate to generate pyrazoles I in good to high yields. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Quality Control of 4-(p-Tolyl)-1H-1,2,3-triazole

The Article related to pyrazole preparation chemoselective, ethyl diazoacetate vinyl sulfonyl fluoride cycloaddition michael addition, triazole preparation chemoselective, azide vinyl sulfonyl fluoride cycloaddition michael addition and other aspects.Quality Control of 4-(p-Tolyl)-1H-1,2,3-triazole

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics