127866-79-9

Usage

Physical Appearance

White crystalline solid

Solubility

Insoluble in water

Melting Point

Approximately 211-213 degrees Celsius

Uses

Building block in the synthesis of pharmaceuticals and agrochemicals; potential use in the treatment of various medical conditions, including cancer and cardiovascular diseases

Other Properties

Known for its explosive properties and used in the production of explosive materials.

Upstream product

• 261943-62-8 (1H-tetrazol-5-yl)-o-tolyl-amine 
• 107-21-1 ethylene glycol 
• 101030-88-0 C₈H₁₀N₂O₃S 
• 10468-64-1 o-tolyl isocyanide 
• 94-69-9 2'-methylformanilide 
• 95-53-4 o-toluidine 
• 4418-61-5 5-aminotetrazole 
• 615-37-2 ortho-methylphenyl iodide 
• 10532-63-5 N-(o-tolyl)cyanamide 
• 614-69-7 2-tolyl isothiocyanate 
• 614-78-8 o-tolylthiourea 

Downstream Products

• 261943-62-8 (1H-tetrazol-5-yl)-o-tolyl-amine 

Relevant academic research and scientific papers

Nano indium oxide as a recyclable catalyst for the synthesis of arylaminotetrazoles

Nano indium oxide is an effective heterogeneous catalyst for the reaction between aryl cyanamides and sodium azide to synthesize the arylaminotetrazoles in good yields. This method has advantages of high yields, simple methodology, short reaction times an

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.

Green chemistry: ZrOCl2·8H2O catalyzed regioselective synthesis of 5-amino-1-aryl-1H-tetrazoles from secondary arylcyanamides in water

A green and efficient method for the synthesis of 5-amino-1-aryl-1H- tetrazoles with excellent yields and high purity from secondary arylcyanamides is described. This method is completely green because no organic solvents or protic acid catalyst is used t

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.

Efficient synthesis of arylaminotetrazoles in water

Arylaminotetrazole derivatives are synthesized efficiently by the reaction of arylcyanamides and sodium azide in the presence of ZnCl2 under aqueous conditions at reflux. Generally, isomer of 5-arylamino-1H-tetrazole can be obtained from arylcy

Zno as an effective and reusable heterogeneous catalyst for the synthesis of arylaminotetrazoles

ZnO is an effective heterogeneous catalyst for the reaction between arylcyanamides with sodium azide to synthesize the arylaminotetrazoles in good yields. This method has advantages of good yields, simple methodology, short reaction times, and easy workup

Application of supported Mn(iii), Fe(iii) and Co(ii) as heterogeneous, selective and highly reusable nano catalysts for synthesis of arylaminotetrazoles, and DFT studies of the products

M@Si/Al (where M = Mn(iii), Co(ii) and Fe(iii) supported on nanosized SiO2/Al2O3) is applied as an efficient, highly reusable and heterogeneous catalyst for the regiospecific synthesis of 1-aryl-5-amino-1H-tetrazole in dim

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.