1919-46-6

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 3019-89-4 sodium 3-methylphenoxide 
• 108-39-4 3-methyl-phenol 
• 36294-16-3 potassium m-methylphenoxide 

Downstream Products

• 620-22-4 3-Methylbenzonitrile 
• 23099-05-0 3-methyl-N-phenylbenzamide 
• 41882-53-5 N-benzyl-3-methylbenzamide 
• 53205-66-6 N‐cyclohexyl‐3‐methylbenzamide 
• 108-88-3 toluene 

Relevant academic research and scientific papers

Nickel-catalyzed reductive amidation of aryl-triazine ethers

The reaction of activated phenolic compounds, 2,4,6-triaryloxy-1,3,5-triazine (aryl-triazine ethers), with various isocyanates or carbodiimides in the presence of a nickel pre-catalyst resulted in the synthesis of aryl amides in good to excellent yields.

Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride

A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.

Nickel-catalysed C–O bond reduction of 2,4,6-triaryloxy-1,3,5-triazines in 2-methyltetrahydrofuran

A nickel-catalysed reduction of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) in ecofriendly 2-methyltetrahydrofuran (2-MeTHF) is described. The phenol-TCT derivatives were readily prepared using grinding method in short time without further purification. This catalytic system allowed the facile C–O cleavage of phenol-TCT derivatives under mild reaction conditions with high efficiency and good functional group tolerance. Gram-scale reaction was also achieved. Particularly, sequential functionalization of phenol-TCT derivatives followed by C–O bond reduction could also be realized, affording the high value-added products in moderate to good yields.

Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine

A nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) using aminoacetonitrile as the cyanating agent is described. This catalytic system delivered the desired products in moderate to good yields with good substrate compatibility. The readily available starting materials, cost-effective nickel catalyst and metal-free cyanating agent are the major features of the present method.

Microwave assisted synthesis of triaryl cyanurates

Rapid synthesis of triaryl cyanurates(2,4,6-triaryloxy-1,3,5-triazine) was carried out by reacting cyanuric chloride with the sodium salt of hydroxyaryl compounds in water using focused microwaves. Environmentally friendly procedure and isolation of pure products in excellent yields are important features of this method.

Mild and efficient synthesis of triaryl cyanurates by using effective combination of tetrabutyl ammonium bromide and dibenzo-(18)-crown-6

2,4,6-Triaryloxy-1,3,5-triazines (triaryl cyanurates) have been synthesized in high yield under mild reaction conditions by reacting cyanuric chloride with the potassium salts of phenols in a two phase system consisting of chloroform, water and effective catalytic mixture of tetrabutyl ammonium bromide and dibenzo-(18)crown-6.

Crystal engineering of some 2,4,6-triaryloxy-1,3,5-triazines: Octupolar nonlinear materials

The principles of crystal engineering have been used to design a family of structures with potential as octupolar nonlinear optical (NLO) materials. The major aim in such an exercise, a carry-over of molecular symmetry into the crystal, is possible with a retrosynthetic approach. An appropriate choice of precursor trigonal molecules leads from the concept of the dimeric Piedfort unit. The crystal structures and NLO properties of a series of 2,4,6-triaryloxy-1,3,5-triazines, 1-6, are reported. These compounds consistently form quasitrigonal or trigonal networks that are two-dimensionally noncentrosymmetric. Substitutional variations on the phenyl moieties that were expected to maintain or to perturb this trigonal network have been explored. Molecular nonlinearities have been measured by Harmonic Light Scattering (HLS) experiments. Among the compounds studied, 2,4,6-triphenoxy-1,3,5-triazine, 1 adopts a noncentrosymmetric crystal structure with a measurable SHG powder signal. All these crystal structures are stabilized by weak intermolecular interactions such as herringbone, π...π, C-H...O, and C-H...N hydrogen bonding. These octupolar molecules are more isotropic than the classical p-nitroaniline based dipolar NLO molecules, and this is advantageous from the viewpoint of potential electrooptic applications. The principles of crystal engineering have been used to design a family of structures with potential as octupolar nonlinear optical (NLO) materials. The major aim in such an exercise, a carry-over of molecular symmetry into the crystal, is possible with a retrosynthetic approach. An appropriate choice of precursor trigonal molecules leads from the concept of the dimeric Piedfort unit. The crystal structures and NLO properties of a series of 2,4,6-triaryloxy-1,3,5-triazines, 1-6, are reported. These compounds consistently form quasitrigonal or trigonal networks that are two- dimensionally noncentrosymmetric. Substitutional variations on the phenyl moieties that were expected to maintain or to perturb this trigonal network have been explored. Molecular nonlinearities have been measured by Harmonic Light Scattering (HLS) experiments. Among the compounds studied, 2,4,6- triphenoxy-1,3,5-triazine, 1 adopts a noncentrosymmetric crystal structure with a measurable SHG powder signal. All these crystal structures are stabilized by weak intermolecular interactions such as herringbone, π···π, C-H···O, and C-H···N hydrogen bonding. These octupolar molecules are more isotropic than the classical p-nitroaniline based dipolar NLO molecules, and this is advantageous from the viewpoint of potential electrooptic applications.

SYNTHESIS OF TRIARYL CYANURATES CATALYSED BY POLYETHYLENE GLYCOL IN A TWO-PHASE SYSTEM : PHASE TRANSFER CATALYSIS

The synthesis of triaryl cyanurates (2,4,6-triaryloxy-1,3,5-triazines) was accomplished at room temperature in high yields in a two-phase system using PEG-400 as a phase transfer catalyst.