16112-33-7

Upstream product

• 1530-73-0 4-methyl-N'-(4-methylbenzoyl)benzohydrazide 
• 104-87-0 4-methyl-benzaldehyde 
• 106-38-7 para-bromotoluene 
• 1366397-88-7 2-(p-tolyl)-1,3,4-thiadiazole 
• 52693-87-5 4-methylbenzaldehyde hydrazone 
• 5977-87-7 4-methyl-dithiobenzoic acid methyl ester 
• 96907-78-7 4-methyl-N-(2-oxo-2-(4-methylphenyl)ethyl)benzamide 
• 3619-22-5 p-toluic hydrazide 
• 60410-77-7 bis(4-methylbenzenethiocarbonyl) sulphide 
• 3335-25-9 4-methylthiobenzoyl chloride 
• 874-60-2 4-methyl-benzoyl chloride 
• 64-17-5 ethanol 
• 120449-42-5 Se-phenyl 4-methylbenzenecarboselenothioate 

Downstream Products

• 16157-50-9 2,5-bis-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-[1,3,4]thiadiazole 
• 16157-48-5 2,5-bis-(4-trans-styryl-phenyl)-[1,3,4]thiadiazole 
• 24000-81-5 4,4'-(1,3,4-thiadiazole-2,5-diyl)dibenzoic acid 

Relevant academic research and scientific papers

Structural studies of 2,5-disubstituted 1,3,4-thiadiazole derivatives from dithioesters under the mild condition: Studies on antioxidant, antimicrobial activities, and molecular docking

A series of 2,5-disubstituted 1,3,4-thiadiazole was synthesized and evaluated for their antioxidant and molecular docking studies. These molecules were efficiently synthesized under mild and inexpensive starting material. Construction of these molecules developed using substituted aldehydes and substituted dithioesters in presence of NCS (N-Chorosuccinimide). The compounds 4a, 4b, 4c, 4f, and 4k showed good antibacterial and antioxidant activity among which, 4k possess excellent antibacterial and antioxidant activity. The results of antioxidant activity studies revealed that compound 4k manifested profound antioxidant potential. The molecular docking study was performed with respective newly synthesized compounds to ascertain the binding mode of 4k with respect to the critical proteins involved in biosynthesis and metabolic pathways.

One pot solvent-free solid state synthesis, photophysical properties and crystal structure of substituted azole derivatives

A solvent-free solid state method has been developed to synthesize three series of substituted azole derivatives (including 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole) in high yields by condensation cyclization of N,N′-bishydrazide derivatives with corresponding cyclization agents, respectively. This general method avoids the use of organic solvents, saves cost and resources, simplifies post-processing and increases reaction rates. These compounds have been fully characterized by 1H NMR, 13C NMR, elemental analysis and MS. The structure of 2,5-di (4-tertbutylphenyl)-1,3,4-oxadiazole has been determined by single crystal X-ray diffraction analysis. The cell parameters are as follows: monoclinic crystal system, Cc space group, a = 18.735 (2) ?, b = 6.3375 (8) ?, c = 16.824 (2) ? and α = γ = 90°; β = 98.292 (2). The electronic absorption and fluorescent properties of these compounds have been systematically investigated for the first time. The relationships between heterocyclic structures and photophysical properties have been discussed. The alteration of emission and absorption wavelengths can be elucidated by hybrid atoms' electronegativity and Substituents' Hammett constants. This approach proposes a novel insight to provide a great number of novel substituted azole derivatives with good photophysical properties by a general green method.

Substituted azole penta-heterocyclic derivatives and solvothermal one-pot synthesis method and application thereof

The invention belongs to the technical field of organic synthesis and particularly discloses a series of substituted azole penta-heterocyclic derivatives and a solvothermal one-pot synthesis method thereof. By the adoption of the solvothermal one-pot synthesis method for preparing the target product, reaction time is short, a solvent is not prone to volatilization in an airtight system, recycling can be realized, production cost is effectively reduced, the advantages of energy conservation and environment friendliness are achieved, operation is easy, yield is high, and the prepared substituted azole penta-heterocyclic derivatives have good anti-microbial biological activity and excellent photophysical properties such as electron conductivity, the fluorescence property and the ultraviolet property, thereby having very high development and application value.

Modification of organic compounds with Lawesson's reagent

Application in organic synthesis of Lawesson's reagent, 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, provides a possibility to replace an oxygen atom for a sulfur atom in the carbonyl group of ketones, esters, amides, in ether group, and also either to induce a rearrangement of the initial structure of organic compounds with or without inclusion of sulfur atoms or to lead to the formation of various types of organophosphorus compounds. The formed organosulfur compounds exhibit a wide range of biological action.

Pd/Cu-catalyzed C-H arylation of 1,3,4-thiadiazoles with (hetero)aryl iodides, bromides, and triflates

The direct C-H arylation of 1,3,4-thiadiazoles with a wide range of (hetero)aryl iodides, bromides, and triflates is described using a Pd/Cu-catalyzed protocol. The methodology is compatible with substrates possessing electron-donating or electron-withdrawing substituents and also tolerates sterically hindered aryl halides. The utility of the developed protocol is demonstrated by a one-pot C-H arylation-Suzuki coupling sequence.

Thionation using fluorous Lawesson's reagent

Thionation of amides, 1,4-diketones, N-(2-oxoalkyl)amides, N,N-acylhydrazines, and acyl-protected uridines with the use of a fluorous analogue of the Lawesson's reagent leads to thioamides, thiophenes, 1,3-thiazoles, 1,3,4-thiadiazoles, and acyl-protected 4-thiouridines. The isolation of the final products in high yields is achieved in most cases by a simple filtration (fluorous solid-phase extraction).

Rapid synthesis of 2,5-disubtituted 1,3,4-thiadiazoles under microwave irradiation

The one pot, three-components condensation of aromatic aldehydes, hydrazine and sulfur in ethanol under microwave irradiation provided symmetrically 3,5-disubstituted 1,3,4-thiadiazoles in high yields and good purity. This reaction must be conducted under pressure of hydrogen sulfide produced in-situ. The structure of the compounds was confirmed by 1H, 13C NMR, MS and elemental analysis.

Se-Aryl Alkane- or Arenecarboselenothioates: Synthesis and Some Reactions

A series of Se-aryl carboselenothioates 3 (RCSSeAr, R=alkyl, aryl) were synthesized and characterized from the reaction of bis(thioacyl) sulfides 1 with sodium areneselenolates.The thionselenolesters 3 are stable (liquid or crystals) both thermally and to moisture.Reactions of 3 with aliphatic primary and secondary amines gave the corresponding ammonium carbodithioates 8 together with diphenyl diselenide 7.In contrast, treatment with aromatic amines or sodium alcoholates afforded the corresponding thioamides or O-alkyl or O-aryl thionoesters in good yields.The oxidation of 3 with m-chloroperbenzoic acid gave the corresponding sulfides 12 and acyl arylseleno sulfides 13 which are formed by a rearrangement of the ArSe group to the thiocarbonyl sulfur atom.

The Synthesis Of (1,3,4-Oxadiazole-2,5-Diyl) Dibenzoic Acids and Their Thiadiazole Analogues

The title compounds are best prepared by oxidation of the corresponding 2,5-ditolyl-1,3-4-oxadiazole or -thiadiazole, and are most easily characterised by the 13C n.m.r. spectra of their di-potassium salts.

A New Synthesis of Symmetrical 2,5-Diaryl-1,3,4-thiadiazoles

Treatment of aromatic aldehydes with sulfur and hydrazine hydrate in the ratio 1:2:3, respectively, under the Willgerodt conditions affords the title compounds in excellent yields and in a good state of purity.Under the same conditions 2-chloro and 2,6-dichlorobenzaldehyde yield 3H-1,2-benzodithiole-3-thione and bis(2,6-dichlorobenzyl)tetrasulfide, respectively.