18212-62-9

Usage

Uses

Used in Pharmaceutical Research:
4-METHYL-1,2,3-THIADIAZOLE is used as a building block in the synthesis of new drugs due to its versatile reactivity and potential medicinal properties.
Used in Organic Synthesis:
4-METHYL-1,2,3-THIADIAZOLE is employed as a key component in the creation of various organic compounds, leveraging its unique structure and reactivity.
Used in Coordination Chemistry:
4-METHYL-1,2,3-THIADIAZOLE is used as a ligand in the formation of metal complexes, contributing to the development of coordination chemistry.
Used in Materials Science:
4-METHYL-1,2,3-THIADIAZOLE is utilized in the development of new materials, taking advantage of its chemical properties and potential applications in this field.
Used in Agricultural Chemicals:
4-METHYL-1,2,3-THIADIAZOLE is used in the development of agricultural chemicals, potentially enhancing crop protection and yield.
Used in Antimicrobial Applications:
4-METHYL-1,2,3-THIADIAZOLE is studied for its antimicrobial properties, which could lead to the development of new treatments and preventive measures against microbial infections.
Used in Antifungal Applications:
4-METHYL-1,2,3-THIADIAZOLE is investigated for its antifungal properties, with potential applications in combating fungal infections and diseases.
Used in Antioxidant Research:
4-METHYL-1,2,3-THIADIAZOLE is explored for its antioxidant properties, which may contribute to the development of new antioxidants for various applications.

InChI:InChI=1/C3H4N2S/c1-3-2-6-5-4-3/h2H,1H3

Upstream product

• 18212-21-0 4-methyl-[1,2,3]thiadiazole-5-carboxylic acid 
• 6637-60-1 N'-isopropylidenehydrazinecarboxylic acid ethyl ester 
• 67-64-1 acetone 

Downstream Products

• 63418-53-1 N-benzylpropionthioamide 

Relevant academic research and scientific papers

Sterically controlled diastereoselectivity in thio-Staudinger cycloadditions of alkyl/alkenyl/aryl-substituted thioketenes

The [2 + 2] cycloadditions of thioketenes and imines are named as thio-Staudinger cycloadditions. The diastereoselectivity in thio-Staudinger cycloaddtions of alkyl/alkenyl/aryl-substituted thioketenes is rationalized. The steric effects of the thioketenes play an extremely important role in deciding the diastereoselectivity (cis/trans selectivity) through controlling exo- and endo-attack and subsequent ring closure. The conclusion is further supported by our additional experimental and calculational results. The isomerization of the iminium moiety in zwitterionic intermediates generated from the thioketenes and linear imines also affects the diastereoselectivity. The electronic effect of imine substituents slightly impacts the diastereoselectivity, while epimerization of cis-β-thiolactams to trans-diastereomers is a significant factor in the thio-Staudinger cycloadditions of mono-substituted thioketenes under basic conditions.

Stereochemistry and mechanistic insights in the [2t + 2i + 2i] annulations of thioketenes and imines

Stereochemical models and mechanistic insights are proposed for [2t + 2i + 2i] annulations of thioketenes and imines on the basis of experimental and computational investigations. In the [2t + 2i + 2

Traceless solid-phase synthesis of 1,2,3-thiadiazole derivatives from resin-bound acylhydrazine

A novel synthesis of 1,2,3-thiadiazole derivatives using a traceless solid-phase approach is described, in which many kinds of 1,2,3-thiadiazole derivatives were efficiently obtained in good yields and high purities via traceless cyclization cleavage of resin-bound acylhydrazones with thionyl chloride. Copyright Taylor & Francis Group, LLC.

Synthesis of lithium 1-alkynesulfenates by the mild oxidation of thiolates with a pinacolone-derived N-sulfonyloxaziridine

Lithium 1-alkynethiolates, generated by a base-induced ring cleavage of 4-substituted 1,2,3-thiadiazoles, were efficiently converted into the corresponding sulfenate salts by mild oxidation using an N-sulfonyloxaziridine derived from pinacolone. In situ S