1919-45-5

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 106-48-9 4-chloro-phenol 
• 29768-29-4 carbonimidic acid bis(4-chlorophenyl) ester 
• 56409-80-4 5-benzyl-3,4-dihydro-4-oxo-1,2,3-triphenylpyrimidin-1-ium-6-olate 
• 1124-59-0 4-chlorophenyl cyanate 
• 1121-74-0 potassium 4-chlorophenoxide 
• 1193-00-6 sodium 4-chlorophenolate 

Downstream Products

• 623-03-0 4-Cyanochlorobenzene 
• 108-90-7 chlorobenzene 
• 57707-20-7 4-chloro-N-cyclohexylbenzamide 
• 2447-86-1 4-chloro-N-pentylbenzamide 
• 7461-34-9 N-benzyl-p-chlorobenzamide 
• 121449-90-9 1-propyl (4-chlorophenyl)carbamate 

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 Deoxycyanation of Activated Phenols via Cyanurate Intermediates with Zn(CN)2: A Route to Aryl Nitriles

A novel, and efficient nickel-catalyzed deoxycyanation of phenolic compounds using relatively nontoxic Zn(CN)2 as the cyanide source was developed. The reaction of C-O bond activated phenolic compounds by 2,4,6-trichloro-1,3,5-triazine with Zn(CN)2 in the presence of a nickel precatalyst afforded the aromatic nitriles in good to excellent 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.

Efficient Ni-catalyzed conversion of phenols protected with 2,4,6-trichloro-1,3,5-triazine (TCT) to olefins

An efficient Ni(COD)2/dppf catalyzed olefination of Ar-O-TCT as synthetic equivalents of aryl halides is described. Activation of C-O bonds in phenols as readily available compounds was achieved with 2,4,6-trichloro-1,3,5-triazine (TCT). This method provides practical access to 1,2-disubstituted olefins in high yields and high functional group compatibility.

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.

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.