39889-77-5

Basic information

• Product Name: 1-(4-methylphenyl)-1H-tetrazol-5-amine
• CAS NO: 39889-77-5
• Molecular Formula: C₈H₉N₅
• Molecular Weight: 175.1906
• Mol File: 39889-77-5.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 371.8°C at 760 mmHg
• Flash Point: 178.7°C
• Density: 1.39g/cm³
• Vapor Pressure: 1E-05mmHg at 25°C
• Refractive Index: 1.714
• CAS DataBase Reference: 1-(4-methylphenyl)-1H-tetrazol-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylphenyl)-1H-tetrazol-5-amine(39889-77-5)
• EPA Substance Registry System: 1-(4-methylphenyl)-1H-tetrazol-5-amine(39889-77-5)

Safety Data

• Hazardous Substances Data: 39889-77-5(Hazardous Substances Data)

Usage

Class

Tetrazol derivative

Structure

Contains a five-membered aromatic ring (tetrazole ring) with four nitrogen atoms

Substituent

4-methylphenyl group attached to the tetrazole ring

Biological and pharmacological properties

Known for their potential interactions with biological systems

Potential applications

Pharmaceuticals, research, and chemical synthesis

Unique structure

The combination of the tetrazole ring and the 4-methylphenyl group contributes to its specific properties and potential uses

Chemical properties

Influenced by the presence of the tetrazole ring and the 4-methylphenyl group

Research focus

Exploration of its interactions with biological systems and potential therapeutic applications

Synthesis

May involve chemical reactions that incorporate the tetrazole ring and the 4-methylphenyl group into the molecule

Upstream product

• 117891-43-7 5-(p-tolyl)amino-1H-tetrazole 
• 622-52-6 p-methylphenylthiourea 
• 104-85-8 para-methylbenzonitrile 
• 10532-64-6 N-(4-methylphenyl)cyanamide 
• 106-49-0 p-toluidine 
• 3085-54-9 N-(4-methylphenyl)formamide 
• 7175-47-5 4-methylphenyl isocyanide 
• 4418-61-5 5-aminotetrazole 
• 106-38-7 para-bromotoluene 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 624-31-7 4-tolyl iodide 
• 25109-04-0 1-(p-tolyl)-1,2,3,4-tetrazole 
• 82252-74-2 1-Amino-3-p-tolyl-guanidin 

Downstream Products

• 117891-43-7 5-(p-tolyl)amino-1H-tetrazole 
• 792950-21-1 5-(methylsulfinyl)-1-(p-tolyl)-1H-tetrazole 

Relevant articles and documents

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.