89894-21-3

Upstream product

• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 77287-34-4 formamide 
• 1073-69-4 N-4-chlorophenylhydrazine 
• 288-88-0 1,2,4-Triazole 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 62465-90-1 methyl (N-(4-chlorophenyl)hydrazono)chloroacetate 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 637-87-6 1-Chloro-4-iodobenzene 

Downstream Products

• 1226897-85-3 5-bromo-1-(4-chlorophenyl)-1H-1,2,4-triazole 

Relevant academic research and scientific papers

Electrophotocatalytic SNAr Reactions of Unactivated Aryl Fluorides at Ambient Temperature and Without Base

The electrophotocatalytic SNAr reaction of unactivated aryl fluorides at ambient temperature without strong base is demonstrated.

Synergistic catalysis for light-driven proton reduction using a polyoxometalate-based Cu-Ni heterometallic-organic framework

Synergistic effects of bimetallic Ni and Cu supported on metal-organic polymer composites based on Wells-Dawson P2W18O626- clusters as photosensitizer units were identified, and we report a novel approach for addressing these issues for dehydrogenation and hydrogen production reactions.

Facile One-Pot Synthesis of Methyl 1-Aryl-1H-1,2,4-triazole-3-carboxylates from Nitrilimines with Vilsmeier Reagent

Two convenient and effective one-pot methods have been developed to synthesize methyl 1-aryl-1H-1,2,4-triazole1–3-carboxylates by using hydrazonoyl hydrochlorides (nitrilimines) with Vilsmeier reagent. The first, a direct one-pot method, involved the reac

A Multicomponent Electrosynthesis of 1,5-Disubstituted and 1-Aryl 1,2,4-Triazoles

A novel electrochemical route has been developed for the synthesis of 1,5-disubstituted and 1-aryl 1,2,4-triazoles from aryl hydrazines, paraformaldehyde, NH4OAc, and alcohols. In this multicomponent reaction system, alcohols act as solvents as well as reactants and NH4OAc is used as the nitrogen source. With the assistance of reactive iodide radical or I2 and NH3 electrogenerated in situ, this process could effectively avoid the use of strong oxidants and transition-metal catalysts and be smoothly carried out at room temperature to give a wide array of 1,2,4-triazole derivatives in good to high yields. Preliminary studies reveal that the reaction mechanism involves a radical process.

Efficient and recyclable copper-based MOF-catalyzed N-arylation of N-containing heterocycles with aryliodides

Copper-based MOF-199 was used as an efficient heterogeneous catalyst to catalyze cross-coupling reactions between N-containing heterocycles and aryliodides with high yields. The catalyst can be easily separated from the reaction mixture, and can be reused at least 5 times without significantly decreasing the activity. The XRD results showed that the crystallinity and structure of MOF-199 can be maintained well during the coupling reaction.

Microwave-assisted catalyst-free synthesis of substituted 1,2,4-triazoles

A simple, efficient, and mild method has been developed for the synthesis of substituted 1,2,4-triazoles from hydrazines and formamide under microwave irradiation. The reaction proceeds smoothly in the absence of a catalyst and shows excellent functional-group tolerance.

Phosphorescent platinum(II) complexes based on C^C* cyclometalating aryltriazol-5-ylidenes

Two series of heteroleptic platinum(II) carbene compexes of the type [Pt(C^C)(O^O)] (O^O = acetylacetonate) with C^C* cyclometalated 4-phenyl-1,2,4-triazol-5-ylidene as well as 1-phenyl-1,2,4-triazol-5-ylidene ligands were prepared. The effect of various

Synthesis and antitumor activity of 1,5-disubstituted 1,2,4-triazoles as cis-restricted combretastatin analogues

A series of 1-aryl-5-(3′,4′,5′-trimethoxyphenyl) derivatives and their related 1-(3′,4′,5′-trimethoxyphenyl)-5- aryl-1,2,4-triazoles, designed as cis-restricted combretastatin analogues, were synthesized and evaluated for antiproliferative activity, inhibitory effects on tubulin polymerization, cell cycle effects, and apoptosis induction. Their activity was greater than, or comparable with, that of the reference compound CA-4. Flow cytometry studies showed that HeLa and Jurkat cells treated with the most active compounds 4l and 4o were arrested in the G2/M phase of the cell cycle in a concentration dependent manner. This effect was accompanied by apoptosis of the cells, mitochondrial depolarization, generation of reactive oxygen species, activation of caspase-3, and PARP cleavage. Compound 4l was also shown to have potential antivascular activity, since it induced endothelial cell shape change in vitro and disrupted the sprouting of endothelial cells in the chick aortic ring assay.

Copper-catalyzed C-N coupling of amides and nitrogen-containing heterocycles in the presence of cesium fluoride

The copper-catalyzed C-N coupling of amides to aryl halides usually requires the use of strong alkali metal bases, such as K2CO3, K3PO4, and Cs2CO3, at high temperature. We discovered that