Category: Triazoles

Luo, Guoli; Sun, Chenyang; Li, Yan; Li, Xiaoxiao; Zhao, Zhigang published an article in 2018, the title of the article was N2-selective alkylation of NH-1,2,3-triazoles with vinyl ethers via gold catalysis.Computed Properties of 5301-96-2 And the article contains the following content:

A new method was developed to synthesize N2-alkyl-substituted 1,2,3-triazoles via gold catalyzed alkylation of vinyl ethers with mono- and unsubstituted NH-1,2,3-triazoles and benzotriazole. A hydrogen bond between the oxygen atom of the vinyl ethers, activated via the gold catalyst, and the NH-1,2,3-triazoles was supposed to be generated, which selectively gave the N2-alkylation products. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Computed Properties of 5301-96-2

The Article related to alkyltriazole preparation, triazole vinyl ether gold catalyst regioselective alkylation, Heterocyclic Compounds (More Than One Hetero Atom): Triazines and other aspects.Computed Properties of 5301-96-2

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

Wang, Liang; Pan, Liang; Chen, Qun; He, Mingyang published an article in 2017, the title of the article was Acidic ion-exchange resin-catalyzed synthesis of 4-aryl-1H-1,2,3-triazoles.Related Products of 5301-96-2 And the article contains the following content:

A series of 4-aryl-1H-1,2,3-triazole derivatives (I, Ar = Ph, 4-methylphenyl, 4-methoxyphenyl, etc.) were synthesized by 1,3-dipolar cycloaddition of nitroolefins with NaN3 using Amberlite IR-120 resin as the catalyst. Compared with conventional methods, good efficiency, mild reaction conditions and good substrate compatibility are the major advantages of the present protocol. In addition, the catalyst can be easily recovered by filtration, and can be reused for successive six runs with slight decrease in its activity. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Related Products of 5301-96-2

The Article related to acidic ion exchange resin aryl triazole, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Related Products of 5301-96-2

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

On September 11, 2013, Kuang, Chunxiang; Yang, Qing; Lixin, Juanzi; Wang, Xun; Li, Yonggang published a patent.Electric Literature of 5301-96-2 The title of the patent was Method for synthesizing 1H-1,2,3-triazole compounds. And the patent contained the following:

The title method comprises the steps of: taking p-toluenesulfonyl azide, aryl acetylene, a catalyst, a ligand and a solvent as a reaction system, performing reaction at 20-30°C under magnetic stirring for 10-60 min, adding a small amount of water into the reaction solution, heating, carrying out reaction at 80-130°C under magnetic stirring for 1-20 h, cooling reaction solution to room temperature, extracting, washing the organic layer, drying, vacuum distilling to remove solvent and obtain crude product, and separating and purifying by column chromatog. to obtain the the title product. According to this invention, inexpensive and easily available p-toluenesulfonyl azide and aryl acetylene are used as substrates, and NH-1,2,3-triazole compound can be easily and effectively synthesized under catalyst action. The method has the advantages of mild reaction condition, short reaction time, high safety, convenient operation, high reaction efficiency and low catalyst cost, and has potential application value. 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 triazole preparation cyclization, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Electric Literature of 5301-96-2

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

On November 23, 2016, Wu, Luyong; Wang, Xianghui; Hui, Yang; Lin, Qiang; Huang, Qinglan; Tan, Zhiqiang published a patent.COA of Formula: C9H9N3 The title of the patent was Synthetic method of NH-1,2,3-triazole compound. And the patent contained the following:

The present invention relates to synthetic method of NH-1,2,3-triazole. The method comprises the steps of: carrying out one-pot reaction of aldehyde, nitro compound, sodium azide, solvent and additive for 1-8 h at 80-150 °C, and carrying out post treatment after reaction to obtain NH-1,2,3-triazole. With cheap and easily available aldehyde, nitro compound and sodium azide as raw materials, NH-1,2,3-triazole compound is easily prepared The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).COA of Formula: C9H9N3

The Article related to synthetic triazole compound, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.COA of Formula: C9H9N3

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

Kim, Ji Dang; Palani, Thiruvengadam; Kumar, Manian Rajesh; Lee, Sunwoo; Choi, Hyun Chul published an article in 2012, the title of the article was Preparation of reusable Ag-decorated graphene oxide catalysts for decarboxylative cycloaddition.Related Products of 5301-96-2 And the article contains the following content:

In this study, we demonstrated a noble Ag-decorated graphene oxide catalyst (GOSH-Ag) for use in the decarboxylative cycloaddition reaction. The catalyst was easily prepared by depositing Ag nanoparticles on thiolated graphene oxide (GOSH) surfaces. Transmission electron microscopy (TEM) indicated that the nanoparticles were well-dispersed and of a small, approx. 3.7 nm average size. These characteristics resulted in a high surface area, which enhanced the catalytic activity of the supported catalyst. Moreover, it was found that the aggregation of Ag catalysts was inhibited by the strong adhesion between the GOSHs and the Ag nanoparticles during the chem. reactions, thereby permitting their reuse. Indeed, the supported catalyst could easily be separated and recovered from the reaction mixture and reused several times. The experimental process involved the reaction of 4-(p-Tolyl)-1H-1,2,3-triazole(cas: 5301-96-2).Related Products of 5301-96-2

The Article related to reusable silver graphene oxide catalyst decarboxylative cycloaddition, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Related Products of 5301-96-2

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

On May 1, 2020, Liu, Bin; Song, Runjiang; Xu, Jun; Majhi, Pankaj Kumar; Yang, Xing; Yang, Song; Jin, Zhichao; Chi, Yonggui Robin published an article.Product Details of 1469801-67-9 The title of the article was Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification. And the article contained the following:

Optically active α-aryloxycarboxylic acids and their derivatives were important functional mols. A carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of mols. with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that could be quickly epimerize to each other and thus allowed for effective dynamic kinetic resolution to be realized. The optically enriched ester products I [R = Me, Et, i-Pr, etc.; Ar = Ph, 4-MeC6H4, 2-ClC6H4, etc.; Ar1 = 1-naphthyl] from our reaction could be quickly transformed to chiral herbicides and other bioactive mols. 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).Product Details of 1469801-67-9

The Article related to aryloxycarboxylic ester enantioselective preparation, aryloxy ester naphthalenemethanol transesterification, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Esters, Acyl Peroxides, Acyl Halides and other aspects.Product Details of 1469801-67-9

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

Shibl, Mohamed F.; Elroby, Shabaan A. K.; Hilal, Rifaat H. published an article in 2011, the title of the article was Solvent and substituent effects on the electronic structures of triazoles: computational study.Reference of 4-(p-Tolyl)-1H-1,2,3-triazole And the article contains the following content:

The tautomerization reaction of 1,2,3-triazole and some of its derivatives was studied and the transition states were located. The anal. of results indicates that 2H-triazole is more stable than the 1H-tautomer in all studied compounds in gas phase and in solution The p detachment energies and the geometries of the compounds studied were analyzed using d. functional theory (DFT) and Hartree-Fock (HF) methods in gas phase and solution Deprotonation takes place in all cases studied by the detachment of N-H p. The solvent effect on the stability the tautomeric and anion forms of studied compounds was examined using B3LYP/6-31G* level of theory by applying the polarizable continuum model. 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 solvent substituent effect electronic structure triazole tautomerization, dft hartree fock transition state benzotriazole tautomerization, Physical Organic Chemistry: Rearrangements, Including Isomerization and Tautomerization and other aspects.Reference of 4-(p-Tolyl)-1H-1,2,3-triazole

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

Hauptmann, Siegfried; Wilde, Horst published an article in 1976, the title of the article was Substituent effects on the polarographic reduction of 1-amino-4-aryl-1,2,3-triazoles and 1H-4-aryl-1,2,3-triazoles.Formula: C9H9N3 And the article contains the following content:

Cathodic half-wave potentials (E1/2) for I (R = NH2, H; X = p-F, p-Cl, p-Br, p-Me, etc.), determined in MeCN at 20°, were between -2.1 and -2.6 V. Linear relations were found between E1/2 and the π-electron d. at C(5), as well as Hammett σ values. Pos. ρ values indicate a nucleophilic mechanism. 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 reduction electrochem triazole mechanism, reaction constant electrochem reduction, Physical Organic Chemistry: Oxidation-Reduction Reactions (Including Hydrogenation) and other aspects.Formula: C9H9N3

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

Li, Yan; Li, Zhilin; Zhang, Zhiqiang published an article in 2021, the title of the article was Mechanism and regio- and stereoselectivity in an NHC-catalyzed Mannich/lactamization domino reaction.Formula: C21H24BF4N3 And the article contains the following content:

D. functional theory (DFT) calculations (M06-2X) have been employed to disclose the mechanisms and regio- and stereo-selectivities of the N-heterocyclic carbene (NHC)-catalyzed reaction of 2-benzothiazolimines and α-chloroaldehydes. The preferred mechanism is initiated by the nucleophilic attack of NHC on α-chloroaldehyde (first step), followed by 1,2-proton transfer which was assisted by the Bronsted acid DABCO·H+ to generate the Breslow intermediate (second step). The cleavage of the C-Cl bond (third step) and deprotonation (fourth step) form the enolate intermediate. This further reacts with 2-benzothiazolimine which leads to the formation of a new C-C bond (fifth step). Subsequent cyclization takes place via the formation of a new C-N bond (sixth step). Catalyst regeneration completes the whole catalytic cycle and affords the final product (seventh step). The DFT results indicate that the fifth step determines the stereochem. of the reaction and leads to benzothiazolopyrimidinone with the SS configuration, which agrees well with exptl. observations. Intramol. cyclization is found to be the regioselectivity-determining step, for which the [4+2] annulation pathway is more preferred than that via [2+2] annulation, which again agrees well with exptl. observations. Based on the mechanism proposed, the origins of regio- and stereoselectivities have also been investigated by performing distortion/interaction, natural bond orbital (NBO) and non-covalent interaction (NCI) analyses. The mechanistic insights gained in this work should be helpful in the rational design of potential catalysts for analogous reactions. 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).Formula: C21H24BF4N3

The Article related to heterocyclic carbene catalyst mannich lactamization mechanism, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Formula: C21H24BF4N3

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

On August 26, 2021, Wiles, Jason Allan; Gadhachanda, Venkat Rao published a patent.Application In Synthesis of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate The title of the patent was Preparation of pyrimidine-containing compounds for the treatment of Complement factor D – mediated disorders. And the patent contained the following:

The invention relates to preparation of pyrimidine-containing compounds of formulas (I) and (II) or pharmaceutically acceptable salts thereof, as inhibitors of complement factor D. Compounds I and II wherein R1 is halo or C1-2 haloalkyl; R2 is H, halo, C1-3 haloalkyl, etc.; R3 is halo, C1-3 alkyl, or C1-3 haloalkyl; R4 and R5 each independently is H, halo, CN, etc., are claimed. Compds I and II are targeting complement factor D, and inhibit or regulate the complement cascade. The example compound III was prepared via 3-step synthesis using (1R,2S,5S)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid as starting material (procedure given). Compounds I and II are inhibitors of factor D, and reducers of the excessive activation of complement (data given). Compounds I and II can be useful in treatment of Complement factor D – mediated disorders. The experimental process involved the reaction of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate(cas: 1159811-32-1).Application In Synthesis of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

The Article related to pyrimidine preparation complement d disease treatment, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Application In Synthesis of Methyl 6-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate

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