158091-64-6

Usage

Uses

Used in Chemical Synthesis:
3-(2,4,6-Trimethylphenyl)thio-1H-1,2,4-triazole is used as an intermediate in the synthesis of other compounds, specifically 3-(2,4,6-Trimethylphenylsulfonyl)-1,2,4-triazole (T482395), which is a key component in the development of certain herbicides.
Used in Agriculture:
In the agricultural industry, 3-(2,4,6-Trimethylphenyl)thio-1H-1,2,4-triazole is used as a precursor for the production of T482395, a herbicide. This herbicide is employed for controlling the growth of unwanted plants and weeds in various crops, thereby improving crop yield and quality.
The compound's role in the synthesis of a herbicide highlights its importance in the chemical and agricultural sectors, where it contributes to the development of effective and targeted weed control solutions.

Upstream product

• 88-05-1 2,4,6-trimethylaniline 
• 4028-63-1 iodomesitylene 
• 3179-31-5 1H-[1,2,4]triazole-3-thiol 
• 576-83-0 2,4,6-trimethylphenyl bromide 

Downstream Products

• 149591-20-8 3-(2,4,6-trimethylphenyl)sulfonyl-1H-1,2,4-triazole 
• 475588-71-7 3-(2,4,6-trimethylphenyl)thio-1-dimethylcarbamoyl-1H-1,2,4-triazole 

Relevant academic research and scientific papers

Conversion of 2,4,6-Trimethylaniline to 3-(Mesitylthio)-1 H-1,2,4-triazole Using a Continuous-Flow Reactor

An expeditious and highly efficient continuous-flow process was developed for the synthesis of 3-(mesitylthio)-1H-1,2,4-triazole. The starting material 2,4,6-trimethylaniline was diazotized to give diazonium chloride, followed by azo-coupling with 1H-1,2,4-triazole-3-thiol and dediazoniation to provide 3-(mesitylthio)-1H-1,2,4-triazole in 85% yield with a productivity of 344 g/h. The side reactions such as hydrolysis, dimerization, and intramolecular coupling were significantly inhibited by the continuous-flow technology.

Method for preparing 3-(2, 4, 6-trimethylphenylthio)-1, 2, 4-triazole

The invention discloses a method for preparing 3-(2, 4, 6-trimethylphenylthio)-1, 2, 4-triazole. The method comprises the following steps: mixing 2, 4, 6-trimethylaniline with an aqueous solution inorganic acid to prepare an ammonium salt solution; mixing 3-mercapto-1, 2, 4-triazole, inorganic base and an alkane alcohol to prepare a triazole solution; mixing the ammonium salt solution, a nitrite aqueous solution and an inert solvent and then enabling the mixture to enter a first tubular reactor for carrying out a diazotization reaction, and mixing materials, obtained after the diazotization reaction, with the triazole solution and reaction auxiliary agents, enabling the mixed liquid to enter a second tubular reactor for carrying out denitrification reaction, and enabling the materials, obtained after the denitrification reaction, to stand for layering; taking an aqueous layer and adding acid to adjust the potential of hydrogen (pH), and then carrying out centrifugal separation to obtain a solid crude product; drying to obtain white or pale yellow solid, i.e., the 3-(2, 4, 6-trimethylphenylthio)-1, 2, 4-triazole. The method adopts a tubular reaction continuous operation mode, thus being more convenient in realization of process automation and increasing the production efficiency. Due to the introduction of the inert solvent into the diazotization reaction and the denitrificationreaction, other colored impurities such as tar can be extracted in situ, and the purity of the product is improved.

Carbamoyl Triazoles, Known Serine Protease Inhibitors, Are a Potent New Class of Antimalarials

(Graph Presented) Screening of the GSK corporate collection, some 1.9 million compounds, against Plasmodium falciparum (Pf), revealed almost 14000 active hits that are now known as the Tres Cantos Antimalarial Set (TCAMS). Followup work by Calderon et al.

Pharmaceutical use of N-carbamoylazole derivatives

The present invention relates to use of 1-carbamoylazole derivatives as medicaments and pharmaceutical compositions containing 1-carbamoylazole derivatives as the active ingredient, based on their DPPIV inhibiting effects. The present invention provides a

Pharmaceutical use of N-Carbamoylazole derivatives

The present invention relates to use of 1-carbamoylazole derivatives as medicaments and pharmaceutical compositions containing 1-carbamoylazole derivatives as the active ingredient, based on their DPPIV inhibiting effects. The present invention provides a dipeptidyl peptidase IV inhibiting agent comprising a compound represented by the general formula (I):

Method for the preparation of a triazole compound

The improvement proposed in the invention consists in the use of, as a reaction solvent in the reaction of a 1,3,5-trialkyl-2-halogenobenzene and an alkali metal salt of 3-mercapto-1H-1,2,4-triazole in the presence of a copper catalyst for the preparation