4115-15-5

Upstream product

• 4115-33-7 N-thiobenzoyl benzamidine 
• 73171-46-7 N-Nitroso-3-phenyl-1,2,4-thiadiazol-5-amin 
• 594-42-3 chlorothio-trichloro-methane 
• 2227-79-4 benzenecarbothioamide 
• 100-47-0 benzonitrile 
• 5852-49-3 5-phenyl-1,3,4-oxathiazol-2-one 
• 25829-04-3 N,N'-dibenzylidene-tetrasulfanediamine 
• 100-46-9 benzylamine 
• 54433-20-4 N-chloro-N'-benzoylbenzamidine 
• 90095-56-0 N,N-dichloro-N'-benzoylbenzamidine 
• 73501-01-6 2,2-bis(trichloromethyl)-5-phenyl-1,3,4-oxathiazole 
• 73501-05-0 5-(p-chlorophenyl)-2,2-bis(trichloromethyl)-1,3,4-oxathiazole 
• 99315-72-7 2-dichloromethylene-5-phenyl-1,3,4-oxathiazole 
• 73501-00-5 5-phenyl-2-trichloromethyl-1,3,4-oxathiazole 

Downstream Products

• 15421-92-8 N-benzylbenzamidine 
• 7664-41-7 ammonia 
• 65-85-0 benzoic acid 
• 493-77-6 2,4,6-triphenyl-1,3,5-triazine 
• 100-47-0 benzonitrile 
• 670-83-7 2,4-diphenyl-1H-imidazole 
• 888-71-1 3,5-diphenyl-1,2,4-oxadiazole 
• 65112-54-1 N-Benzimidoyl-N-methylbenzamid 
• 65112-53-0 N-(N-Methylbenzimidoyl)benzamid 
• 65112-41-6 4-methyl-3,5-diphenyl-[1,2,4]thiadiazolium; isopropyl sulfate 
• 65112-44-9 2-methyl-3,5-diphenyl-[1,2,4]thiadiazolium; isopropyl sulfate 

Relevant academic research and scientific papers

A copper-catalyzed approach for the synthesis of asymmetrical disubstituted 1,2,4-thiadiazoles via elemental sulfur-mediated decarboxylative redox cyclization

The variety of asymmetrical disubstituted 1,2,4-thiadiazoles are smoothly prepared by copper-catalyzed approach, which employed arylacetic acids and amidines as substrates, and elemental sulfur to mediate decarboxylative redox cyclization. The advantages of this method are simple, efficient, and ligand-free. In addition, this method can provide products in moderate to good yields.

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.

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.

Method for synthesizing 1,2,4-thiadiazole derivative

The invention relates to a method for synthesizing a 1,2,4-thiadiazole derivative, and belongs to the technical field of chemical preparation. The method comprises the following steps: taking and dissolving a phenylacetic acid compound and a benzylamidine hydrochloride compound in an organic solvent according to a mass ratio of (1-2):1, adding a catalyst, an oxidant and an alkaline medium, and stirring at 130-140 DEG C for 18-24 h to react in order to obtain the 1,2,4-thiadiazole derivative; and cooling, extracting, drying, evaporating under reduced pressure to remove the solvent, and carryingout column chromatography to obtain the pure product. The method for synthesizing thiadiazole has the following advantages: (1) the reaction conditions are mild, the product selectivity is high, andthe substrate expansion range is wide; and (2) the used raw materials are low in price and cost, and the reaction operation is simple, safe and convenient.

Regioselective C-C cross-coupling of 1,2,4-thiadiazoles with maleimides through iridium-catalyzed C-H activation

A regioselective C-C cross-coupling of 1,2,4-thiadiazoles with maleimides through iridium catalysis was developed. This transformation tactically linked the 1,2,4-thiadiazoles and succinimides together, and the novel molecules formed may have potential biological activity.

An alternatively metal-free synthesis of 1,3,5-triazines or 1,2,4-thiadiazoles from benzyl chlorides and benzylamines mediated by elemental sulfur

An elemental sulfur mediated reaction of benzyl chlorides with benzylamines is developed, which allows the practical synthesis of valuable 1,3,5-triazines. This protocol that is metal free, ligand free, and uses inexpensive elemental sulfur as oxidant or raw material displays mild reaction conditions, a broad substrate scope and moderate to good yields. Moreover, the modified sulfur-mediated reaction system can also be used to synthesize 1,2,4-thiadiazoles, by simply switching the stoichiometry of sulfur powder from 0.75 equivalents to 5 equivalents.

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.

One-pot synthesis of 3,5-disubstituted 1,2,4-thiadiazoles from nitriles and thioamides: Via I2-mediated oxidative formation of an N-S bond

A simple and practical method for I2-mediated one-pot synthesis of 3-alkyl-5-aryl-1,2,4-thiadiazoles has been developed; the one-pot reaction includes sequential intermolecular addition of thioamides to nitriles, and intramolecular oxidative coupling of N-H and S-H bonds mediated by molecular iodine. Meanwhile the protocol uses readily available nitriles and thioamides as the starting materials, molecular iodine as the oxidant, and generates various 1,2,4-thiadiazoles in moderate to good yields with a wide array of functional groups. This method is an efficient approach for the synthesis of unsymmetrically disubstituted 1,2,4-thiadiazoles.

Multicomponent reactions (MCRs) of arylmethyl bromides, arylamidines and elemental sulfur toward unsymmetric 3,5-diaryl 1,2,4-thiadiazoles

A base-promoted three-component reaction between arylmethyl bromides, arylamidines and elemental sulfur was developed, leading to unsymmetric 3,5-diaryl-1,2,4-thiadiazoles in moderate to good yields with chemical diversity and complexity. This procedure shows broad substrates scope by employing elemental sulfur and commercially available starting materials under transition-metal free conditions.