106724-85-0

Basic information

• Product Name: 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE
• Synonyms: 1-(benzyl)-3,5-dibromo-1,2,4-triazole;3,5-dibromo-1-(phenylmethyl)-1,2,4-triazole;1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE;1-Benzyl-3,5-dibromo-1H-1,2,4-triazole 95%
• CAS NO: 106724-85-0
• Molecular Formula: C₉H₇Br₂N₃
• Molecular Weight: 316.98
• Mol File: 106724-85-0.mol

Chemical Properties

• Melting Point: 60 °C
• Boiling Point: 436.6°Cat760mmHg
• Flash Point: 217.9°C
• Appearance: /
• Density: 1.91g/cm³
• Vapor Pressure: 7.96E-08mmHg at 25°C
• Refractive Index: 1.7
• CAS DataBase Reference: 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE(106724-85-0)
• EPA Substance Registry System: 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE(106724-85-0)

Safety Data

• Hazard Codes: Xi,F
• HazardClass: IRRITANT
• Hazardous Substances Data: 106724-85-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Chemistry:
1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE is used as a cross-linking agent to enhance the properties of polymers, such as their strength, stability, and durability. Its ability to form covalent bonds between polymer chains contributes to the improved performance of various polymer-based materials.
Used in Pharmaceutical and Agricultural Chemical Synthesis:
As a building block, 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE is utilized in the synthesis of a range of pharmaceuticals and agricultural chemicals. Its unique structure allows for the development of new compounds with specific therapeutic or pesticidal properties.
Used in Fungicides and Biocides:
Due to its strong antimicrobial and antifungal properties, 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE is used as an active ingredient in fungicides and biocides. It helps protect crops from fungal infections and is also used in industrial settings to control microbial growth that can cause corrosion or contamination.
Used in Material Science:
In the field of material science, 1-BENZYL-3,5-DIBROMO-1H-1,2,4-TRIAZOLE is employed in the development of functional coatings and adhesives. Its incorporation into these materials can enhance their performance, providing properties such as increased resistance to microbial growth, improved adhesion, and enhanced durability.

InChI:InChI=1/C9H7Br2N3/c10-8-12-9(11)14(13-8)6-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 100-39-0 benzyl bromide 
• 7411-23-6 3,5-dibromotriazole 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 

Downstream Products

• 214540-43-9 1-benzyl-3-bromo-5-fluoro-1H-1,2,4-triazole 
• 1642597-24-7 1-benzyl-3-(2-methoxyphenyl)-1H-1,2,4-triazole 
• 1642597-22-5 1-benzyl-3,5-bis(2-methoxyphenyl)-1H-1,2,4-triazole 
• 1642597-23-6 1-benzyl-5-(2-methoxyphenyl)-1H-1,2,4-triazole 
• 1642597-25-8 1-benzyl-5-bromo-3-(2-methoxyphenyl)-1H-1,2,4-triazole 
• 1642597-26-9 1-benzyl-3-bromo-5-(2-methoxyphenyl)-1H-1, 2, 4-triazole 
• 1642597-27-0 3,5-bis(2-methoxyphenyl)-1H-1,2,4-triazole 
• 201530-41-8 deferasirox 
• 1642597-21-4 methyl 4-(3,5-bis(2-methoxyphenyl)-1H-1,2,4-triazol-1-yl)benzoate 

Relevant articles and documents

Synthesis of 1-Alkyl-5-amino-1,2,4-triazoles Based on Nucleophilic Substitution and Reduction Reactions

A series of 1-alkyl-5-amino-1H-1,2,4-triazoles were synthesized starting from 3,5-dibromo-1H- 1,2,4-triazole by alkylation and subsequent nucleophilic substitution of the 5-bromine atom by azido group, reduction of the latter to amino group, and hydrodebromination.

Reinvestigating Raney nickel mediated selective alkylation of amines with alcohols via hydrogen autotransfer methodology

An efficient, cost-effective use of Raney nickel (R-Ni) a widely used industrial catalyst for N-alkylation using alcohols is highlighted here. The work describes the scope and capability of R-Ni in hydrogen autotransfer reactions enabling its widespread use in the Chemical and Pharmaceutical industry. R-Ni of W4, T4, and W7 grades were prepared and evaluated for alkylation of amines. The best activity and selectivity for mono alkylation of amines were obtained using W4 R-Ni at 1:4 moles of amine to alcohol in xylene at reflux. T4 R-Ni also showed ability to form stable imines. The prepared R-Ni was also recycled and reused for N-alkylation reaction. The optimized methodology was applied for synthesis of Active Pharmaceutical ingredients Piribedil and Mepyramine. The simplicity and wide substrate scope makes this method a preferred Hydrogen Auto-transfer protocol for the alkylation of amines.

TRIAZOLE COMPOUNDS AND THEIR USE AS GAMMA SECRETASE MODULATORS

The present invention relates to compounds of formula (I) and pharmaceutically acceptable salts thereof. The invention also relates to pharmaceutical compositions comprising these compounds, to processes for making these compounds, and to their use as medicaments for treatment and/or prevention of Αβ-related diseases.

Microemulsion technique for the novel synthesis of deferasirox using metal mediated coupling

A novel and efficient synthesis of Deferasirox has been accomplished using transition metal catalyzed sequential cross coupling reactions. First stage of the synthesis employs the use of Chan-Lam coupling between 3,5-dibromo-1H[1,2,4] triazole and (4-(methoxycarbonyl)-phenyl)boronic acid to give methyl 4-(3,5-dibromo-1H-1,2,4-triazol-1-yl)benzoate which is further elaboarated to Deferasirox by Suzuki-Miyaura coupling with 2-hydroxyphenyl-boronic acid pinacol ester in microemlusion.

The first versatile synthesis of 1-alkyl-3-fluoro-1H-[1,2,4]triazoles

Reaction of 1-benzyl-3,5-dibromo-1H-[1,2,4]triazole (3) with cesium fluoride yielded selectively 1-benzyl-3-bromo-5-fluoro-1H-[1,2,4]triazole (4). Debenzylation and realkylation afforded 1-alkyl-5-bromo-3-fluoro-1H-[1,2,4]triazoles 7, which reacted with a wide variety of nucleophiles to give 5-substituted 1-alkyl-3-fluoro-1H-[1,2,4]triazoles.