5467-78-7

Usage

Uses

Anti-inflammatory.

InChI:InChI=1/C7H7N5/c8-7-9-10-11-12(7)6-4-2-1-3-5-6/h1-5H,(H2,8,9,11)

Upstream product

• 14832-59-8 N-phenyl-1H-tetrazol-5-amine 
• 107-21-1 ethylene glycol 
• 103-72-0 phenyl isothiocyanate 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 98-09-9 benzenesulfonyl chloride 
• 622-34-4 1-phenylcyanamide 
• 103-85-5 monophenylthiourea 
• 25343-52-6 C₇H₈N₂O₃S 
• 100-52-7 benzaldehyde 
• 64-17-5 ethanol 
• 5378-52-9 phenyl-1H-tetrazole 
• 6124-02-3 N-phenylselenourea 
• 4418-61-5 5-aminotetrazole 
• 108-86-1 bromobenzene 

Downstream Products

• 14832-59-8 N-phenyl-1H-tetrazol-5-amine 
• 57913-64-1 1-methyl-4-phenyl-1,4-dihydro-tetrazol-5-ylideneamine 
• 14210-25-4 5-Chloro-1-phenyltetrazole 
• 18233-34-6 5-bromo-1-phenyl-1H-tetrazole 
• 25857-60-7 nitroso-(1-phenyl-1H-tetrazol-5-yl)-amine 
• 49579-70-6 1-(4-nitrophenyl)-1H-tetrazol-5-amine 
• 41463-67-6 1,1'-diphenyl-1H,1'H-[5,5']azotetrazole 
• 97256-98-9 N-(N-Phenyl-guanyl)-triphenylphosphinimid 
• 1241971-00-5 C₁₄H₁₀N₁₀ 
• 1266401-73-3 1-(1-adamantyl)-4-phenyl-4,5-dihydro-1H-tetrazol-5-imine 
• 1266401-74-4 1-(1-adamantyl)-5-amino-4-phenyltetrazol-1-ium chloride 
• 1266401-62-0 1-(1-adamantyl)-5-amino-4-phenyltetrazol-1-ium perchlorate 
• 1422568-63-5 trans-[Pt(5-amino-1-phehyltetrazole)₂Cl₂] 
• 1422568-67-9 trans-[Pd(5-amino-1-phenyltetrazole)₂Cl₂] 

Relevant academic research and scientific papers

Functionalization of chitosan by grafting Cu(II)-5-amino-1H-tetrazole complex as a magnetically recyclable catalyst for C-N coupling reaction

The functionalization of chitosan (as a linear polysaccharide) with a copper complex to expand the areas of its potential applications is an important scientific task. The present work reports the application of Cu(II)-5-amino-1H-tetrazole complex immobilized on modified magnetic chitosan as an effective catalyst (Fe3O4@Chitosan-Tet-Cu(II)) for C-N bond cross-coupling reaction between 5-aminotetrazole and aryl halides under ligand-free conditions in dioxane solvent. The prepared magnetic nanocatalyst was characterized by FT-IR, EDS, TEM, HRTEM, VSM, FFT, XRD, TG-DTG, ICP-MS, and elemental mapping analyses. 1-Aryl-5-amino-1H-tetrazoles were produced in high yields. The advantages of this catalytic process include simple methodology, avoiding the use of harmful catalysts, short reaction times, excellent yields, easy work-up, and environmentally friendly conditions. Fe3O4@Chitosan-Tet-Cu(II) catalyst exhibited high efficacy and reusability/recyclability even after seven consecutive cycles with low loss of catalytic activity.

Iron-promoted sulfur sequestration for the substituent-dependent regioselective synthesis of tetrazoles and guanidines

We have established a facile and versatile synthetic methodology for the construction of tetrazoles and guanidines in the presence of an eco-friendly, inexpensive, easily available iron reagent. Aromatic thioureas with electron-donating substituents produced their respective target products in quantitative yield. In contrast, when electron-withdrawing substituted aromatic thioureas were used, the expected products were obtained in reduced yield. However, the desired products were obtained in good yield at moderate temperature. In addition, mechanistic studies revealed that the synthetic route involved iron-based subsequent reactions of addition and removal of sulfur.

Eco-efficient one-pot tandem synthesis of 1-aryl-1H-tetrazol-5-amine by CAN via in situ generated 1-phenylthiourea and heterocumulene

A simple, cost-effective, environmentally benign, and efficient one-pot tandem approach to the synthesis of pharmaceutically important 1-aryl-1H-tetrazole-5-amines 3a-k and 4a-k has been described. The reaction utilized 1-phenyl thiourea, which was generated in situ from aqueous ammonia and isocyanates 1a-k, for the formation of heterocumenes using sodium azide, triethylamine, and ceric ammonium nitrate (CAN) to obtain various aryl-substituted 1H-tetrazole-5-amines (3a-k) in good to excellent yields.

Cu(II)-N-benzyl-amino-1H-tetrazole complex immobilized on magnetic chitosan as a highly effective nanocatalyst for C-N coupling reactions

Herein, the synthesis of a novel catalytic nanosystem with high activity and easy recoverability through immobilization of Cu(II)-N-benzyl-amino-1H-tetrazole complex on magnetic chitosan (MCS-BAT-Cu(II)) is reported. The catalytic potential of MCS-BAT-Cu(II) catalyst has been assessed in C-N coupling reaction of 5-amino-1H-tetrazole with aryl halides. Various aryl iodides/bromides were successfully coupled using MCS-BAT-Cu(II) catalyst for the synthesis of 1-aryl-5-amino-1H-tetrazoles with excellent reaction yields. In addition, the magnetic catalyst was easily and effectively separated from the reaction mixture using an external magnet and reused five times without notable loss of catalytic activity.

Selective Gold-Catalysed Synthesis of Cyanamides and 1-Substituted 1H-Tetrazol-5-Amines from Isocyanides

The newly discovered gold-catalysed reaction of isocyanides with hydrazoic acid generated in situ from trimethylsilyl azide and methanol (or, alternatively, from NaN3/AcOH) produces either cyanamides or 1-substituted 1H-tetrazol-5-amines, depending on the amount of available HN3. The reaction proceeds selectively and in generally high yields of either product, thus providing a particularly convenient access to a wide range of substituted 1H-tetrazol-5-amines that are rather difficult to access otherwise.

Cobalt-promoted one-pot reaction of isothiocyanates toward the synthesis of aryl/alkylcyanamides and substituted tetrazoles

[Figure not available: see fulltext.] The synthesis of cyanamides and tetrazoles from isothiocyanates through tandem reaction using cobalt catalyst has been demonstrated. In the case of tetrazole preparation, the reaction involved addition/desulfurization/nucleophilic addition/electrocyclization, whereas aromatic cyanamides were constructed from isothiocyanates through addition/desulfurization. Cheap cobalt sulfate was used for the synthesis of various cyanamides and tetrazoles. In addition, cobalt catalyst was found to be desulfurization reagent that has not been previously reported. The final products have been obtained from starting precursors in good to high yield.

Cobalt-promoted regioselective preparation of aryl tetrazole amines

Abstract: A highly general, efficient and simple methodology for the regioselective synthesis of aryl tetrazole amines has been explored. The present method involves consecutive desulphurization and C- N cross-coupling reaction. Cheap, readily available and air stable cobalt catalyst has been used for this methodology. In addition, the substrate scope has been demonstrated. Graphical Abstract: A highly general, efficient and simple methodology for the regioselective synthesis of aryl tetrazole amines has been explored. The present method involves consecutive desulphurization and C- N cross-coupling reaction.

Temperature dependent regioselective synthesis of aryl tetrazole amines using copper source

One pot highly efficient and simple protocol for the construction of aryl tetrazole amines via desulphurization/substitution/electro cyclization/C-N cross coupling reactions from thiourea with the use of cheap, readily available and air stable copper sour

Method for preparing 5-aminotetrazole compound

The invention discloses a method for preparing a 5-aminotetrazole compound. The method comprises the following steps: adding bis-substituted selenourea shown in the formula II in the description, ionic liquid loaded iodobenzene diacetate shown in the formula III in the description, sodium azide and alkali A into a solvent B, stirring at -10 to -80 DEG C and conducting cyclization reaction, and after the reaction is finished, conducting aftertreatment on the reaction liquid to prepare the 5-aminotetrazole compound shown in the formula I in the description. Compared with the conventional method, a green reagent, namely, ionic liquid loaded iodobenzene diacetate, is adopted, so that the use of heavy metal is avoided, the operation is simple and convenient, and the reaction yield is high.

An expedient route to the azoles through oxidative desulfurization using iodine reagent

A novel and expedient regioselective method for the synthesis of 5-aminotetrazoles and 3-amino-1,2,4-triazoles through oxidative desulfurization of corresponding 1,3-disubstituted thioureas has been discovered and optimized for the process conditions. The process is broadly applicable to structurally diverse 1,3-disubstituted thioureas.