23164-60-5

Upstream product

• 54-85-3 isoniazid 
• 100-47-0 benzonitrile 
• 109455-17-6 N¹-isonicotinoylbenzamidrazone 
• 1670-14-0 benzamidine monohydrochloride 
• 100-48-1 pyridine-4-carbonitrile 
• 872-85-5 pyridine-4-carbaldehyde 
• 28819-30-9 benzohydrazonamide 
• 100-52-7 benzaldehyde 
• 13961-07-4 N¹-(α-Aminobenzyliden)-4-pyridincarboxamidrazon 
• 3357-42-4 3-phenyl-1,2,4-triazole 
• 613-94-5 benzoic acid hydrazide 

Relevant academic research and scientific papers

Green aqueous synthesis and antimicrobial evaluation of 3,5-disubstituted 1,2,4-triazoles

[Figure not available: see fulltext.] An eco-friendly and simple procedure was proposed for the synthesis of 3,5-disubstituted 1,2,4-triazoles by optimized reaction of benzamidine hydrochloride and various aryl hydrazides. H2O and K2

TBHP/TBAI–Mediated simple and efficient synthesis of 3,5-disubstituted and 1,3,5-trisubstituted 1H-1,2,4-triazoles via oxidative decarbonylation of aromatic aldehydes and testing for antibacterial activities

The author has developed a simple, efficient and eco–friendly convenient general method for synthesis of 3,5–disubstituted–1,2,4–triazoles and 1,3,5–trisubstituted–1,2,4–triazoles from 3–monosubstituted–1,2,4–triazoles and 1,3–disubstituted–1,2,4–triazoles respectively using tetrabutylammonium iodide (TBAI) as catalyst and TBHP as oxidant under mid reaction conditions. This method provides structurally diverse 3,5–disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles in good to excellent yields. 3,5–Disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles derivatives are biologically and pharmaceutically active molecules, and therefore, this protocol could be of wide applications in medicinal chemistry and organic chemistry.

Heterogeneous Copper(I)-Catalyzed Cascade Addition-Oxidative Cyclization of Nitriles with 2-Aminopyridines or Amidines: Efficient and Practical Synthesis of 1,2,4-Triazoles

The heterogeneous cascade addition-oxidative cyclization of nitriles with 2-aminopyridines or amidines was achieved in 1,2-dichlorobenzene or DMSO at 120-130 °C by using a 1,10-phenanthroline-functionalized MCM-41-supported copper(I) complex [Phen-MCM-41-

Synthesis of 5-aryl-3-C-glycosyl- and unsymmetrical 3,5-diaryl-1,2,4-triazoles from alkylidene-amidrazones

Among 1,2,4-triazole derivatives with versatile biological activities 3-C-glucopyranosyl-5-substituted-1,2,4-triazoles belong to the most efficient inhibitors of glycogen phosphorylase, and are thus potential antidiabetic agents. In seeking new synthetic methods for this class of compounds oxidative ring closures of N1-alkylidene carboxamidrazones were studied. O-Peracylated N1-(β-d-glycopyranosylmethylidene)-arenecarboxamidrazones were prepared from the corresponding glycosyl cyanides and amidrazones by Raney-Ni reduction in the presence of NaH2PO2. Bromination of the so obtained compounds by NBS gave hydrazonoyl bromide type derivatives which were ring closed to 3-C-glycosyl-5-substituted-1,2,4-triazoles in pyridine or by NH4OAc in AcOH. Under the same conditions O-perbenzoylated N1-arylidene-C-(β-d-glucopyranosyl)-formamidrazones gave the expected 1,2,4-triazoles as minor products only. N1-Arylidene-arenecarboxamidrazones were also transformed into 3,5-diaryl-1,2,4-triazoles with NBS/NH4OAc in AcOH indicating high functional group tolerance and general applicability of the method.

An efficient and recyclable heterogeneous catalytic system for the synthesis of 1,2,4-triazoles using air as the oxidant

Copper-zinc supported on Al2O3-TiO2 was found as a simple and efficient heterogeneous catalyst for the oxidative synthesis of 1,2,4-triazole derivatives using air as the green oxidant under ligand-, base- and additive-free conditions. The heterogeneous reactions carried out smoothly with a large range of substrates, including NO2-, vinyl-, pyrimidine- and imidazole-contained starting materials, and provided corresponding triazoles in moderate to excellent yields with low catalyst loading (1.6 mol%). Furthermore, the catalyst can be simply recycled many times without significant loss in catalytic activity. The Royal Society of Chemistry.

Synthesis and analgesic activity of new pyridine-based heterocyclic derivatives

A series of new heterocyclic derivatives having a pyridine nucleus were synthesized. 4-(5-(2-Chlorophenyl)- 4H-1,2,4-triazol-3-yl)pyridine (7c) and 4-(5-(2- Nitrophenyl)-4H-1,2,4-triazol-3-yl)pyridine (7d) presented the best analgesic profie of this series in hot-plate, tail-flick, and formalin-induced licking tests, which was partially prevented by pretreatment with mecamylamine, a nicotinic receptor antagonist. Springer Science+Business Media, LLC 2010.

Facile synthesis of 1,2,4-triazoles via a copper-catalyzed tandem addition-oxidative cyclization

A simple one-step synthesis of 1,2,4-triazole derivatives is provided by a copper-catalyzed oxidative coupling reaction under an atmosphere of air. The process should consist of sequential N-C and N-N bond-forming copper-catalyzed oxidative coupling reactions. Starting materials and the copper catalyst are readily available and inexpensive. A wide range of functional groups are tolerated to achieve chemical diversity.

Reactions of amidines with some carboxylic acid hydrazides

Ten amidrazone derivatives (seven new compounds) and twelve 1,2,4-triazole derivatives (five new compounds) are synthesized and their structures are established by elemental analysis, IR, 1H NMR and 13C NMR spectral data.

Metallhydrazide, XIX. Addition bis(diethylaluminio)substituierter Amidrazone und Carbohydrazide an Nitrile

Amidrazones and carbohydrazides react with two equivalents of triethylaluminium to give bis(diethylaluminio) derivatives 1 and 7, respectively.In contrast to the corresponding mono(diethylaluminio) derivatives or disodium salts, these are capable of addit