6926-51-8

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 27, p. 1565, 1984 DOI: 10.1021/jm00378a007Tetrahedron Letters, 38, p. 1257, 1997 DOI: 10.1016/S0040-4039(97)00052-X

InChI:InChI=1/C8H8N4O/c1-13-7-4-2-6(3-5-7)8-9-11-12-10-8/h2-5H,1H3,(H,9,10,11,12)

Upstream product

• 624-84-0 formic acid hydrazide 
• 3424-93-9 4-methoxyphenylacetamide 
• 207301-15-3 1-(4-methoxyphenyl)-4-ferrocenylmethylenetetrazolium fluoroborate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 2362-64-3 p-methoxythiobenzamide 
• 3717-21-3 p-methoxyl benzaldoxime 
• 105-13-5 4-Methoxybenzyl alcohol 
• 696-62-8 para-iodoanisole 
• 3717-21-3 (E)-4-methoxybenzaldoxime 
• 4648-54-8 trimethylsilylazide 
• 874-90-8 4-methoxybenzonitrile 
• 5720-07-0 4-methoxyphenylboronic acid 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 2039-09-0 3,5-bis(4-methoxyphenyl)-1H-1,2,4-triazole 
• 104186-18-7 4-[5-(4-Methoxy-phenyl)-tetrazol-2-ylmethyl]-2,6-dimethyl-phenol 
• 92595-39-6 4-Hydroxy-3-methoxy-5-[5-(4-methoxy-phenyl)-tetrazol-2-ylmethyl]-benzaldehyde 
• 137898-60-3 5-(4-Methoxy-phenyl)-1-trityl-1H-tetrazole 
• 842-79-5 2-(4-methoxy-phenyl)-5-phenyl-[1,3,4]oxadiazole 
• 91658-53-6 [5-(4-Methoxy-phenyl)-tetrazol-1-yl]-phenyl-methanone 
• 91658-59-2 [5-(4-Methoxy-phenyl)-tetrazol-2-yl]-phenyl-methanone 
• 43131-50-6 methyl 4-(2-methyl-2H-tetrazol-5-yl)phenyl ether 
• 43131-46-0 5-(4-methoxyphenyl)-1-methyl-1H-tetrazole 
• 117594-33-9 N-[1-[5-(4-Methoxy-phenyl)-tetrazol-2-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 117594-21-5 N-[1-[5-(4-Methoxy-phenyl)-tetrazol-1-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 

Relevant academic research and scientific papers

Synthesis, crystal structure and investigation of the catalytic and spectroscopic properties of a Zn(II) complex with coumarin-hydrazone ligand

A Zn(II) complex with coumarin-hydrazone ligand, [ZnCl(HL)(CH3OH)0.76(H2O)0.24]·0.24(CH3OH) (1), was synthesized from the reaction of equimolar amount of ZnCl2·4H2O and (E)-2-hyd

Oxidation/ MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co(III)-porphyrin/ Ni(II) complex

A redox catalytic system for oxidation-reduction reactions and the domino preparation of tetrazole compounds from nitro and alcohol precursors was designed, prepared and characterized by UV–vis, GPC, TGA, XRD, EDX, XPS, VSM, FE-SEM, TEM, DLS, BET, NMR, and ICP analyses. The catalyst was prepared via several successive steps by demetalation of chlorophyll b, copolymerization with acrylated TEMPO monomers, complexation with Ni and Co metals (In two different steps), then immobilized on magnetic nanoparticles. The presence of three functional groups including TEMPO, coordinated cobalt, and coordinated nickel in the catalyst, allowed the oxidation of various types of alcohols, alkyl benzenes as well as the reduction of nitro compounds by a single catalyst. All reactions yielded up to 97 % selectivity for oxidation and reduction reactions. Next, the ability of the catalyst to successfully convert alcohol, methyl benzenes and nitro to their corresponding tetrazoles was studied.

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The copper nanoparticles (Cu NPs) and amide functionalized graphene oxide (Cu-Amd-RGO) catalyst were prepared. This prepared catalyst (Cu-Amd-RGO) used for the synthesis of tetrazole derivatives. The catalyst (Cu-Amd-RGO) was characterized by field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and X-ray diffraction analysis (XRD). The average particle size of Cu was found to be 7.6?nm. The Cu-Amd-RGO catalyst exhibited excellent catalytic activity and recyclability for synthesis of tetrazoles.

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Today, most synthetic methods are aimed at carrying out reactions under more efficient conditions and the realization of the twelve principles of green chemistry. Due to the importance and widespread applications of tetrazoles in various industries, especially in the field of pharmaceutical chemistry, and the expansion of the use of nanocatalysts in the preparation of valuable chemical reaction products, we decided to use an (Fe3O4@NFC@NSalophCu)CO2H nanocatalyst in this project. In this study, the synthesis of the nanocatalyst (Fe3O4@NFC@NSalophCu)CO2H was explained in a step-by-step manner. Confirmation of the structure was obtained based on FT-IR, EDX, FE-SEM, TEM, XRD, VSM, DLS, TGA, H-NMR, and CHNO analyses. The catalyst was applied to the synthesis of 5-substituted-1H-tetrazole and 1-substituted-1H-tetrazole derivatives through multi-component reactions (MCRs), and the performance was assessed. With advances in science and technology and increasing environmental pollution, the use of reagents and methods that are less dangerous for the environment has received much attention. Therefore, following green chemistry principles, with the help of the (Fe3O4@NFC@NSalophCu)CO2H salen complex as a nanocatalyst that is recyclable, cheap, safe, and available, the use of water as a green solvent, and reduced reaction times, the synthesis of tetrazoles can be achieved.

Magnetic nitrogen-doped carbon derived from silk cocoon biomass: a promising and sustainable support for copper

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