51449-86-6

Usage

Uses

Used in Chemical Synthesis:
5-(2-Methylphenyl)-1H-tetrazole is used as a synthetic intermediate for the preparation of various chemical compounds. Its reactivity allows it to participate in a wide range of chemical reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research Applications:
In the field of research, 5-(2-Methylphenyl)-1H-tetrazole is used as a reagent in various chemical experiments. Its unique properties and reactivity make it a useful tool for studying reaction mechanisms and exploring new synthetic pathways.
Used in Pharmaceutical Industry:
5-(2-Methylphenyl)-1H-tetrazole is used as a building block in the development of new pharmaceutical compounds. Its incorporation into drug molecules can potentially enhance their therapeutic properties, such as improving their efficacy, selectivity, or stability.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(2-Methylphenyl)-1H-tetrazole is used as a key component in the synthesis of pesticides and other crop protection agents. Its reactive nature allows for the creation of novel compounds with improved performance and reduced environmental impact.
Used in Material Science:
5-(2-Methylphenyl)-1H-tetrazole is used as a component in the development of new materials with specific properties, such as high thermal stability or unique electronic characteristics. Its incorporation into these materials can lead to advancements in various industries, including electronics, aerospace, and automotive.

InChI:InChI=1/C8H7N4/c1-6-4-2-3-5-7(6)8-9-11-12-10-8/h2-5H,1H3/q-1

Upstream product

• 529-19-1 2-Methylbenzonitrile 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 74-88-4 methyl iodide 
• 56280-69-4 2-tributyltin-5-(2-methylphenyl)tetrazole 
• 529-20-4 2-methylphenyl aldehyde 
• 14683-79-5 salicylaldoxime 
• 16419-60-6 2-Methylphenylboronic acid 
• 67-68-5 dimethyl sulfoxide 
• 95-46-5 2-methylphenyl bromide 
• 79344-08-4 1-benzyl-5-bromo-1H-tetrazole 

Downstream Products

• 138944-19-1 5-(2-hexylphenyl)tetrazole 
• 138944-20-4 5-((2-phenylethyl)phenyl)tetrazole 
• 117594-27-1 N-(4-Nitro-phenyl)-N'-[1-phenyl-1-(5-o-tolyl-tetrazol-1-yl)-meth-(Z)-ylidene]-hydrazine 
• 117594-38-4 N-(4-Nitro-phenyl)-N'-[1-phenyl-1-(5-o-tolyl-tetrazol-2-yl)-meth-(Z)-ylidene]-hydrazine 
• 69746-34-5 2-methyl-5-(2-methylphenyl)-2H-tetrazole 
• 77455-50-6 1-Methyl-5-o-tolyl-1H-tetrazole 
• 138944-18-0 5-(2-ethylphenyl)tetrazole 
• 951902-71-9 2-[5-methyl-1-(3-methylphenyl)-1H-1,2,3-triazol-4-yl]-5-(2-methylphenyl)-1,3,4-oxadiazole 
• 951899-99-3 2-[5-methyl-1-(4-methylphenyl)-1H-1,2,3-triazol-4-yl]-5-(2-methylphenyl)-1,3,4-oxadiazole 
• 951902-77-5 2-[1-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazol-4-yl]-5-(2-methylphenyl)-1,3,4-oxadiazole 
• 951902-73-1 2-[1-(3-methoxyphenyl)-5-methyl-1H-1,2,3-triazol-4-yl]-5-(2-methylphenyl)-1,3,4-oxadiazole 
• 951902-75-3 2-(2-methylphenyl)-5-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazole 
• 1146382-03-7 C₂₃H₂₆N₈ 
• 1219537-13-9 5-o-tolyl-2-vinyl-2H-tetrazole 

Relevant academic research and scientific papers

On the relative strength of the 1H-tetrazol-5-yl- and the 2-(triphenylmethyl)-2H-tetrazol-5-yl-group in directed ortho-lithiation

ortho-Lithiation followed by electrophilic trapping of N-unsubstituted and N2-triphenylmethyl substituted 5-aryltetrazoles, further substituted with another ortho-director at the para position of the aryl ring, resulted in the formation of regioisomers of

Synthesis and Evaluation of 5-(o-Tolyl)-1H-tetrazole Derivatives as Potent Anticonvulsant Agents

A series of 5-(o-tolyl)-1H-tetrazole derivatives were synthesized and evaluated for their anticonvulsant activities. 1-(2-Methylbenzyl)-5-(o-tolyl)-1H-tetrazole (3h) showed important anticonvulsant activity against the MES-induced seizures, as well as low

Synthesis, structure, and antiviral properties of novel 2-adamantyl-5-aryl-2H-tetrazoles

[Figure not available: see fulltext.] The reaction of 5-aryl-NH-tetrazoles with adamantan-1-ol in concentrated sulfuric acid proceeds regioselectively with the formation of the corresponding 2-adamantyl-5-aryl-2H-tetrazoles. Nitration of these compounds l

5-Aryltetrazoles from Direct C-H Arylation with Aryl Bromides

A mild, direct C-H arylation of 1-substituted tetrazoles to 5-aryltetrazoles is developed using a Pd/Cu cocatalytic system with readily available aryl bromides. The methodology avoids late-stage usage of azides and tolerates a wide range of functionalities.

A robust and recyclable ionic liquid-supported copper(II) catalyst for the synthesis of 5-substituted-1H-tetrazoles using microwave irradiation

Abstract: A novel and robust ionic liquid-supported copper(II) catalyst has been developed and explored for the efficient synthesis of 5-substituted-1H-tetrazoles using microwave irradiation. The ionic liquid-supported catalyst facilitated the efficient isolation of tetrazole products with high purity by simple extraction with organic solvent. Recovered ionic liquid-supported copper(II) catalyst could be recycled for three times for the synthesis of tetrazole products with high purity. This synthetic protocol offers a very clean, convenient, and microwave-assisted environment-friendly method for the efficient synthesis of 5-substituted-1H-tetrazoles with high yield. Graphic abstract: [Figure not available: see fulltext.].

One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles

2,5-Diaryltetrazoles are a diverse range of compounds of considerable interest within the field of photochemistry as a valuable precursor of the nitrile imine 1,3-dipole. Current literature approaches toward this heterocycle remain unsuitable for the prac

Facile one-pot preparation of 5-aryltetrazoles and 3-arylisoxazoles from aryl bromides

The successive treatment of aryl bromides with n-BuLi, DMF, hydroxylamine hydrochloride, and finally diphenylphosphoryl azide provided efficiently the corresponding 5-aryltetrazoles in good to moderate yields. Similarly, the successive treatment of aryl bromides with n-BuLi, DMF, hydroxylamine hydrochloride, and finally diethyl acetylenedicarboxylate and Oxone provided efficiently the corresponding diethyl 3-arylisoxazole-4,5-dicarboxylates in good to moderate yields. Aromatic aldoximes are the key intermediates in both reactions, and 5-aryltetrazoles and 3-arylisoxazoles could be obtained from aryl bromides in one pot under transition-metal-free conditions.

Synthesis, molecular docking and xanthine oxidase inhibitory activity of 5-aryl-1H-tetrazoles

5-Aryl-1H-tetrazoles (1–24) were synthesized and screened for their xanthine oxidase (XO) inhibitory activity using allopurinol as standard inhibitor (IC50 = 2.0 ± 0.01 μM). Six compounds 3, 4, 5, 9, 21, and 24 exhibited significant to weak act

Synthesis of tetrazoles, triazoles, and imidazolines catalyzed by magnetic silica spheres grafted acid

The magnetically separable catalysts are used in the synthesis of N-containing heterocycles, including tetrazoles, triazoles, and imidazolines. The magnetic silica sphere grafted sulfonic acid (MSS-SO3H) is suitable for the synthesis of 1,2,3-triazole via the cycloaddition of nitroalkene with NaN3, whereas the zinc-modified silica sphere catalyst (MSS-SO3Zn) is more suitable for the synthesis of tetrazoles. The MSS-SO3Zn catalyst also works well for the synthesis of 2-substituted imidazoline via the condensation of nitriles with ethylenediamine. Both of the MSS-SO3H and MSS-SO3Zn catalysts can be recovered easily by a magnet, and they can be reused without further tedious activation.

Synthesis, Structure, and Anti-influenza Activity of 2-(Adamantan-1-yl)-5-aryl-1,3,4-oxadiazoles and 2-(Adamantan-1-yl)-5-aryltetrazoles

Two series of new adamantyl derivatives of polynitrogen heterocycles, 2-(adamantan-1-yl)-5-aryl- 1,3,4-oxadiazoles and 2-(adamantan-1-yl)-5-aryl-2H-tetrazoles, have been synthesized, and their structure has been determined by NMR spectroscopy, mass spectr