4115-18-8

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 16 carbon atoms, 14 hydrogen atoms, 2 nitrogen atoms, 2 oxygen atoms, and 1 sulfur atom.

Explanation

The compound belongs to the thiadiazole family, which is a group of chemical compounds characterized by a ring structure containing one sulfur and two nitrogen atoms.

Explanation

Due to its interesting electronic and photophysical properties, 1,2,4-Thiadiazole, 3,5-bis(4-methoxyphenyl)has potential applications in various fields, including the development of new drugs, agrochemicals for pest control, and materials with specific properties.

Explanation

The compound's electronic properties make it suitable for use in various applications, such as in the development of electronic devices or materials with specific conductive properties.

Explanation

The compound's photophysical properties, which include its interaction with light, make it a candidate for applications in areas such as photovoltaics, light-emitting diodes, or sensors.

Explanation

Studies have shown that 1,2,4-Thiadiazole, 3,5-bis(4-methoxyphenyl)exhibits potential biological activities, including antimicrobial (fighting against microorganisms), antifungal (inhibiting fungal growth), and antioxidant (neutralizing harmful molecules called free radicals) properties.

Explanation

Due to its various properties and potential applications, 1,2,4-Thiadiazole, 3,5-bis(4-methoxyphenyl)is considered a promising candidate for further research and development in fields such as pharmaceuticals, agrochemicals, and materials science.

Family

Thiadiazole

Potential Applications

Pharmaceuticals, Agrochemicals, and Materials Science

Electronic Properties

Interesting electronic properties

Photophysical Properties

Interesting photophysical properties

Biological Activities

Antimicrobial, Antifungal, and Antioxidant Properties

Research and Development

Promising candidate for further research and development

Upstream product

• 2362-64-3 p-methoxythiobenzamide 
• 756897-99-1 5-(tert-butyl)-3-((p-methoxy)phenyl)-5H-1,2,4-oxathiazole 
• 31253-11-9 methyl 2-bromo-2-cyanoacetate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 2254-88-8 3,5-dichloro-[1,2,4]thiadiazole 
• 2521-24-6 4-chlorothiobenzamide 
• 57626-33-2 2-bromo-1-phenyl-1,3-butanedione 
• 874-90-8 4-methoxybenzonitrile 
• 16536-94-0 pentanethioamide 
• 51643-31-3 2,6-dimethylbenzothioamide 
• 55919-47-6 ethyl 2-bromo-3-oxo-3-phenylpropionate 
• 594-42-3 chlorothio-trichloro-methane 

Downstream Products

• 1122660-12-1 4,4'-(1,2,4-thiadiazole-3,5-diyl)diphenol 
• 243456-15-7 4,6-bis-(4-methoxy-phenyl)-2H-[1,3,5]thiadiazine 
• 97978-70-6 2,4-bis(4-methoxyphenyl)-1H-imidazole 

Relevant academic research and scientific papers

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Visible-light promoted serendipitous synthesis of 3,5-diaryl-1,2,4-thiadiazoles via oxidative dimerization of thiobenzamides

In the present manuscript, we report serendipitous synthesis of 3,5-diaryl-1,2,4-thiadiazoles with the aid of a household compact fluorescent lamp (CFL). In presence of α-bromo-β-diketone, thiobenzamides undergo oxidative dimerization to generate corresponding 3,5-diaryl-1,2,4-thiadiazoles in excellent yields in just 5 min instead of expected 2-aryl-4-methyl-5-acylthiazoles. Inhibition of the reaction by free radical scavenger (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) indicates that the dimerization takes place through a free radical process. The synthetic value of the developed protocol was established by synthesizing over eleven diverse 1,2,4-thiadiazoles in a shorter duration with exceptionally high purity and simple work-up procedure under environment benign additive-free conditions.

An Expeditious Ultrasound-Initiated Green Synthesis of 1,2,4-Thiadiazoles in Water

[Figure not available: see fulltext.] A convenient, environmentally benign, metal- and catalyst-free protocol has been developed for the conversion of thioamides to the corresponding 1,2,4-thiadiazole derivatives with chloranil under ultrasound irradiation in water at room temperature. This paper describes a general procedure for the synthesis of different 1,2,4-thiadiazoles in excellent yield in short reaction time via sonochemistry.

Highly efficient synthesis of 1,2,4-thiadiazoles from thioamides utilizing tetra(n-butyl)ammonium peroxydisulfate

A new synthetic approach to 1,2,4-thiadiazoles using tetra(n-butyl)ammonium peroxydisulfate via oxidative dimerization of thioamides is described. This new oxidative protocol is simple, highly efficient, and allows the practical synthesis of 1,2,4-thiadiazoles from various primary thioamides in good to excellent yields.

Fully Conjugated Donor-Acceptor Covalent Organic Frameworks for Photocatalytic Oxidative Amine Coupling and Thioamide Cyclization

Covalent organic frameworks (COFs) are promising candidates as heterogeneous photocatalysts because of their porosity and tunable light absorption. The photostability and charge separation of COFs are highly important to improve the efficiency of photocatalytic transformation. In this work, a fully conjugated donor-acceptor COF is constructed with a benzothiadiazole unit, which exhibits high stability and enhanced charge separation. The prepared COF can efficaciously produce superoxide radical anions under air and visible light, which mediate the photocatalytic oxidative amine coupling and cyclization of thioamide to 1,2,4-thiadiazole in moderate to high yield and high recyclability (18 examples). This study demonstrates the great capacity of fully conjugated COFs with a D-A structure for light-driven organic synthesis.

Novel method for electrochemically synthesizing 1, 2, 4 - thiadiazole compounds

The invention discloses a novel method for electrochemically synthesizing a 1,2,4-thiadiazole compound. Specifically, the novel method comprises the following steps: adding 0.5mmol of thioamide, 0.025mmol of ammonium iodide, 3mL of methanol and 3mL of ace

tert-Butyl nitrite induced radical dimerization of primary thioamides and selenoamides at room temperature

A simple and efficient method for the dimerization of primary thioamides into 1,2,4-thiadiazoles using tert-butyl nitrite is described. The optimized condition was also found to be suitable for the dimerization of benzoselenoamides into 1,2,4-selenadiazoles. All the reactions proceed smoothly at room temperature and gave the desired products in excellent yields in a short span of time.

The facile and efficient organocatalytic platform for accessing 1,2,4-selenadiazoles and thiadiazoles under aerobic conditions

The first organocatalytic approach towards synthesis of rarely explored 1,2,4-selenadiazole and thiadiazole scaffolds have been devised using corresponding carboxamides as substrates. The transformations were realized using two distinct conditions in the presence of catalytic vitamin B3 or thiourea under aerobic conditions. Developed methods overcome the associated limitations of previous reported approaches and the desired products were obtained in high yields and selectivity without the formation of toxic side-products.

Electrochemical Synthesis of 3,5-Disubstituted-1,2,4-thiadiazoles through NH4I-Mediated Dimerization of Thioamides

A electrochemical method for the synthesis of 3,5-disubstituted-1,2,4-thiadiazoles through NH4I-mediated dimerization of thioamides is reported. Using the inexpensive NH4I as electrolyte and catalyst, this electrosynthesis approach requires no oxidizing agents and enables the convenient production of diverse 1,2,4-thiadiazoles products. The approach is an example of S?N bond construction through the electrochemical method. (Figure presented.).

A simple method for synthesis of thioamides and application in synthesis of 1,2,4-thiadiazoles

A novel, simple protocol is disclosed for the synthesis of 1,2,4-thiadiazoles starting from thioamides with Na2-eosin Y-sensitized titanium dioxide as catalyst through visible light irradiation (7 W blue LED light) and only 0.3 mol% catalysts were used. The raw material thioamides is prepared by aryl nitriles and sodium sulfide (Na2S9H2O) in DMF and in this reaction, readily available, inexpensive inorganic salt (Na2S9H2O) serves as the sulfur source and various functional groups of aryl nitriles were well and thioamides were synthesized successfully in gram-scale.