14331-67-0

Upstream product

• 90959-32-3 C₂₁H₂₁N₃O₂S 
• 731-43-1 4-(4-methylphenyl)-5-phenyl-1,2,4-triazole-3-thione 
• 63314-58-9 4-(4-methylphenyl)-5-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 
• 106-49-0 p-toluidine 
• 613-94-5 benzoic acid hydrazide 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 85636-43-7 N-methyl-N-(phenylsulfonyl)benzohydrazonoyl chloride 
• 13278-67-6 4-(4-methylphenyl)-3-thiosemicarbazide 

Downstream Products

• 388079-95-6 3-(4-bromophenyl)-5-phenyl-4-p-tolyl-4H-1,2,4-triazole 
• 28139-64-2 N-((tert-butylimino)methylene)-4-methylaniline 
• 16151-08-9 3-phenyl-4,5-dip-tolyl-4H-1,2,4-triazole 

Relevant academic research and scientific papers

Palladium(II) complexes of 1,2,4-triazole-based N-heterocyclic carbenes: Synthesis, structure, and catalytic activity

Six palladium(II) complexes bearing three different triazole-based N-heterocyclic carbene (NHC) ligands, [1-tert-butyl-4-{2-[(N,N-dimethylamino) methyl]phenyl}-3-phenyl-1H-1,2,4-triazol-4-ium-5-ide, 1-tert-butyl-4-(2- methoxyphenyl)-3-phenyl-1H-1,2,4-triazol-4-ium-5-ide, and 1-tert-butyl-4-(4- methylphenyl)-3-phenyl-1H-1,2,4-triazol-4-ium-5-ide], were synthesized and fully characterized. NMR spectroscopy and X-ray diffraction analysis revealed that the amino-group-substituted NHC ligand is coordinated in bidentate fashion, forming a monocarbene chelate complex with an additional intramolecular Pd ← N bond with the nitrogen donor atom. The 4-methylphenyl- and 2-methoxyphenyl-substituted NHC ligands coordinate as C-monodentate donors, forming simple biscarbene Pd(II) complexes. The evaluation of the catalytic performance in the Suzuki-Miyaura cross-coupling reaction revealed very promising performance of the intramolecularly coordinated monocarbene complexes under relatively mild conditions even in direct comparison with the commercially available PEPPSI catalyst. In contrast, the biscarbene complexes proved inactive in this catalytic process. According to theoretical calculations (EDA and NOCV analysis), functionalization of the 1,2,4-triazole-based NHC with the 2-[(N,N-dimethylamino)methyl]phenyl group has a significant effect on the stability of the NHC-metal bond.

4-(4-Methylphenyl)-3-phenyl-4H-1,2,4-triazole

In the title compound, C15H13N3, the triazole ring is planar and forms dihedral angles of 35.05 (5) and 65.44 (5)°, respectively, with the attached phenyl and methylphenyl rings. The crystal structure is stabilized by a number of C-H...π interactions and weak C-H...N short contacts.

Halogen-containing heteroaromatic carbenes of the 1,2,4-triazole series and their transformations

A series of new stable halogenated carbenes, 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidenes, has been synthesized. According to quantum chemical calculations, 4-(2,3,4-trifluorophenyl)-substituted 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidene is the l

Synthesis of 1,2,4-Triazoles via Oxidative Heterocyclization: Selective C-N Bond over C-S Bond Formation

The higher propensity of C-N over C-S bond forming ability was demonstrated, through formal C-H functionalization during the construction of 4,5-disubstituted 1,2,4-triazole-3-thiones from arylidenearylthiosemicarbazides catalyzed by Cu(II). However, ster

Recyclization of 1,3,4-oxadiazoles and bis-1,3,4-oxadiazoles into 1,2,4-triazole derivatives. Synthesis of 5-unsubstituted 1,2,4-triazoles

Efficient methods have been developed for obtaining precursors of stable carbenes, viz. 5-unsubstituted 3,4-diaryl-1,2,4-triazoles and 3,3′- or 4,4′-bridge linked bis-1,2,4-triazoles, by the recyclization of 5-unsubstituted 1,3,4-oxadiazoles or p-phenylen

Photodesulfurization of 2,4-diaryl-1,2, 4-triazole-3-thiones

The photodesulfurization of 2,4-diaryl-1,2,4-triazole-3-thiones was discussed in the article. The triazole thiones were synthesized from the respective acid hydrazide and isothiocyanate. The structure of the compounds were confirmed by spectral and analytical data. It was concluded that thioenolization may facilitate the desulfurization.

Base-induced Dehydrosulfinatocyclization of N-Alkyl-N-phenylsulfonyl-N''-arylbenzamidrazones to 3,4-Diaryl-4H-1,2,4-triazoles

3,4-Diaryl-4H-1,2,4-triazoles were obtained in good to comparable yields by the reaction of N-alkyl-N-phenylsulfonyl-N''-arylbenzamidrazones with sodium hydride.The reaction probably proceeds via the elimination of benzenesulfinic acid and the oxidative cyclization of N-alkylidene-N''-arylbenzamidrazones generated by the base-catalyzed isomerization of azo intermediates.