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Usage

Uses

Used in Pharmaceutical Industry:
5-(4-Chlorophenyl)-1H-tetrazole is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Agrochemical Industry:
In the agrochemical sector, 5-(4-Chlorophenyl)-1H-tetrazole is employed as a building block for the creation of novel agrochemical products. Its properties can be harnessed to develop new pesticides, herbicides, or other agricultural chemicals that can improve crop protection and yield.
Used in Dye Industry:
5-(4-Chlorophenyl)-1H-tetrazole is used as a precursor in the synthesis of dyes and pigments. Its molecular structure contributes to the development of new colorants with improved properties, such as enhanced colorfastness, brightness, or stability.
Used in Chemical Research:
5-(4-Chlorophenyl)-1H-tetrazole serves as a valuable research tool in organic chemistry, allowing scientists to explore new reaction pathways and mechanisms. Its unique structure provides opportunities for the discovery of novel chemical transformations and the synthesis of complex molecules.

InChI:InChI=1/C7H5ClN4/c8-6-3-1-5(2-4-6)7-9-11-12-10-7/h1-4H,(H,9,10,11,12)

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 619-56-7 4-chlorobenzamide 
• 104-88-1 4-chlorobenzaldehyde 
• 2521-24-6 4-chlorothiobenzamide 
• 3848-36-0 4-chlorobenzaldoxime 
• 873-76-7 para-Chlorobenzyl alcohol 
• 4648-54-8 trimethylsilylazide 
• 1679-18-1 4-Chlorophenylboronic acid 
• 67-68-5 dimethyl sulfoxide 
• 106-39-8 bromochlorobenzene 
• 106-47-8 4-chloro-aniline 
• 106-43-4 para-chlorotoluene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 3717-24-6 4-chlorobenzaldehyde oxime 

Downstream Products

• 124313-48-0 3-[5-(4-Chloro-phenyl)-tetrazol-2-yl]-propionitrile 
• 117594-35-1 N-[1-[5-(4-Chloro-phenyl)-tetrazol-2-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 117594-24-8 N-[1-[5-(4-Chloro-phenyl)-tetrazol-1-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine 
• 69746-35-6 5-(4′-chlorophenyl)-2-methyltetrazole 
• 69746-30-1 5-(4-chlorophenyl)-1-methyl-1H-tetrazole 
• 439579-45-0 5-(4-chlorophenyl)-2-trityltetrazole 

Relevant academic research and scientific papers

Fe3O4/ZnS hollow nanospheres: A highly efficient magnetic heterogeneous catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide

An efficient route for the synthesis of 5-substituted 1H-tetrazole via [2+3] cycloaddition of nitriles and sodium azide is reported using Fe 3O4/ZnS hollow nanospheres as a magnetic separable heterogeneous catalyst. The catalyst is very efficient, affording excellent yields and can be reused for several circles. In addition, the Fe 3O4 inner shell exhibits magnetism, making the catalyst easily separated by a magnet. The catalyst can be easily separated by a magnet for further reuse. After reused for three times, the catalytic activity can maintain 90% of the initial value and exhibits good magnetism. Copyright

4-(N,N-Dimethylamino)pyridinium acetate as a recyclable catalyst for the synthesis of 5-substituted-1H-tetrazoles

An efficient method for the synthesis of 5-substituted-1H-tetrazoles through the reaction of nitriles with sodium azide using 4-(N,N-dimethylamino)pyridinium acetate as a recyclable catalyst with ionic liquid character is described. The reactions proceed well at 100 °C and provide the corresponding tetrazoles in good to excellent yields. This method has the advantage of easy work-up of the product without the requirement of HCl. Mono [3+2] cycloaddition products were obtained from dicyanides via this method.

Mesoporous AlPO4: A highly efficient heterogeneous catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide via [3 + 2] cycloaddition

The mesoporous AlPO4 with high surface area and fine mesoporous structure was prepared by a soft template method and showed excellent catalytic performance for synthesis of 5-substituted 1H-tetrazoles from various nitriles and sodium azide with

Enhanced Thermocatalytic Activity of Porous Yellow ZnO Nanoflakes: Defect- and Morphology-Induced Perspectives

Herein, we report a simple and effective strategy for the synthesis of yellow ZnO (Y-ZnO) nanostructures with abundant oxygen vacancies on a large scale, through the sulfidation of ZnO followed by calcination. The developed strategy allows retention of the overall morphology of Y-ZnO compared with pristine ZnO and the extent of oxygen vacancies can be tuned. The influence of oxygen deficiencies, the extent of defect sites, and the morphology of ZnO on its solution-phase thermocatalytic activity has been evaluated in the synthesis of 5-substituted-1H-tetrazoles with different nitriles and sodium azide. A reasonable enhancement in the reaction rate was achieved by using Y-ZnO nanoflakes (Y-ZnO NFs) as a catalyst in place of pristine ZnO NFs. The reaction was complete within 6 h at 110 °C with Y-ZnO NFs, whereas it took 14 h at 120 °C with pristine ZnO NFs. The catalyst is easy to recycle without a significant loss in catalytic activity.

[Cu(phen)(PPh3)2]NO3-catalyzed microwave-assisted green synthesis of 5-substituted 1H-tetrazoles

Abstract: An efficient synthetic methodology for construction of 5-substituted 1H-tetrazoles under microwave irradiation in green medium is described. With [Cu(phen)(PPh3)2]NO3 as catalyst and H2O-isopropyl alcohol (IPA) as reaction medium, various substituted nitriles underwent (3?+?2) cycloaddition reaction with NaN3 under microwave irradiation to provide corresponding 5-substituted 1H-tetrazoles in high yield. This method is not only efficient and general but also benefits from high functional group tolerance. This environmentally friendly synthetic methodology is visualized as an alternative to existing procedures, providing a simple route to privileged scaffolds.

Triple reuptake inhibitors: Design, synthesis and structure–activity relationship of benzylpiperidine–tetrazoles

Monoamine transporters are important targets in the treatment of various central nervous disorders. Several limitations of traditional reuptake inhibitors, like delayed onset of action, insomnia, and sexual dysfunction, have compelled the search for safer, more effective compounds. In this study, we have sought to identify novel monoamine reuptake inhibitors. Based upon the docking study of compounds that we had reported previously, aromatic rings (A1) were modified to generate a novel series of benzylpiperidine–tetrazoles. Thirty-one compounds were synthesized and evaluated for their triple reuptake inhibition of serotonin, norepinephrine and dopamine. Triple reuptake inhibitor, compound 2q, in particular, showed potent serotonin reuptake inhibition, validating our design approach.

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.].

γ-Fe2O3: A magnetic separable catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide

An efficient route for the synthesis of 5-substituted 1H-tetrazole via [2+3] cycloaddition of nitriles and sodium azide is reported using γ-Fe2O3 nanoparticles as a magnetic separable catalyst. Under optimized conditions, the moderate to good yields (71-95%) can be obtained. The catalyst can be easily separated by a magnet and reused for several circles.

Synthesis and characterization of magnetic Fe3O4@Creatinine@Zr nanoparticles as novel catalyst for the synthesis of 5-substituted 1H-tetrazoles in water and the selective oxidation of sulfides with classical and ultrasonic methods

Tetrazoles and sulfoxide compounds have a wide range of applications in industries and are of great expectation to be environmentally friendly and cost-effective. This paper reports the introduction of zirconium supported on Fe3O4 na

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.