13960-33-3

Usage

Uses

Used in Organic Chemistry:
2-(4-nitrophenyl)-4,6-diphenyl-1,3,5-triazine is used as a building block in organic synthesis for its potential to contribute to the development of new chemical compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(4-nitrophenyl)-4,6-diphenyl-1,3,5-triazine is utilized as a starting material for the creation of novel pharmaceutical compounds, leveraging its unique molecular structure.
Used in Antibacterial Applications:
2-(4-nitrophenyl)-4,6-diphenyl-1,3,5-triazine is studied for its potential antibacterial properties, which could be harnessed in the development of new antimicrobial agents.
Used in Antifungal Applications:
2-(4-nitrophenyl)-4,6-diphenyl-1,3,5-triazine is also investigated for its antifungal activities, indicating its possible use in combating fungal infections and contributing to the field of antifungal drug development.

Upstream product

• 620-40-6 tribenzylamine 
• 15723-90-7 4-nitrobenzamidine hydrochloride 
• 1670-14-0 benzamidine monohydrochloride 
• 104-03-0 4-nitrobenzeneacetic acid 
• 100-19-6 (4-nitrophenyl)ethanone 
• 7409-30-5 p-nitrobenzylamine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 619-73-8 4-nitrobenzyl chloride 
• 5496-39-9 2-(4-nitrophenyl)-4,5-diphenyl-1H-imidazole 

Relevant academic research and scientific papers

IEDDA Reaction of the Molecular Iodine-Catalyzed Synthesis of 1,3,5-Triazines via Functionalization of the sp3 C-H Bond of Acetophenones with Amidines: An Experimental Investigation and DFT Study

The present work reports an inverse electron demand Diels-Alder (iEDDA)-type reaction to synthesize 1,3,5-trizines from acetophenones and amidines. The use of molecular iodine in a catalytic amount facilitates the functionalization of the sp3 C-H bond of acetophenones. This is a simple and efficient methodology for the synthesis of 1,3,5-triazines in good to excellent yields under transition-metal-free and peroxide-free conditions. The reaction is believed to take place via an in situ iodination-based oxidative elimination of formaldehyde. DFT calculations at the M062X/6-31+G(d,p) level were employed to investigate the reaction mechanism. Reaction barriers for the cycloaddition as well as a formaldehyde expulsion steps were computed, and a multistep mechanism starting with the nucleophilic attack by benzamidine on an in situ generated imine intermediate has been proposed. Both local and global reactivity descriptors were used to study the regioselectivity of the addition steps.

Transition Metal-Free sp3 C–H Functionalization of Arylacetic Acids for the Synthesis of 1,3,5-Triazines

A one-pot simple, efficient and practically viable protocol for the synthesis of substituted 1,3,5-triazines has been reported from arylacetic acids and benzamidine hydrochloride. In addition, we demonstrated first transition metal-free conversion of phenylacetic acid to benzaldehyde which on condensation with two equivalents of benzamidine hydrochloride offered 2,4,6-trisubstituted 1,3,5-triazines. This protocol is environmentally benign and economically viable which makes it feasible for gram scale synthesis.

A 1, 3, 5 - triazine derivative synthesis method

The invention relates to a synthesis method of 1,3,5-triazine derivatives. The synthesis method comprises the steps of mixing amidine hydrochloride, alcohol, hydrated copper acetate and sodium carbonate, adding a solvent, reacting for 12 hours-24 hours in air at the temperature of 110 DEG C-120 DEG C to obtain a product, purifying the product, extracting, drying, concentrating and separating by virtue of column chromatography to obtain the 1,3,5-triazine derivatives. The synthesis method of the 1,3,5-triazine derivatives, which is disclosed by the invention has the advantages of low cost, available raw materials, high synthesis efficiency and wide application range and is suitable for reaction of a plurality of substrates.

Iridium-catalyzed cascade dehydrogenation, ring-closure reaction leading to 2,4,6-triaryl-1,3,5-triazines

An efficient iridium-catalyzed dehydrogenation, ring-closure reaction, has been developed via a cascade sequence, in which [Cp?IrI2]2/Xantphos proved to be the most efficient catalyst for the synthesis of 2,4,6-triaryl-1,3,5-triazines from stable aryl-substituted alcohols and amidines. It was the first case of iridium catalyst successful application in such transformation.

Polythene glycol (PEG) as a reusable solvent system for the synthesis of 1,3,5-triazines via aerobic oxidative tandem cyclization of benzylamines and N-substituted benzylamines with amidines under transition metal-free conditions

A green and highly efficient protocol for the synthesis of 1,3,5-triazines from benzylamines and N-substituted benzylamines with amidines in PEG-600 has been developed. This protocol is transition-metal free, phosphine ligand free and uses inexpensive, easily available molecular oxygen (O2) as an oxidant. A series of 1,3,5-triazines derivatives were synthesized in good to excellent yields in a shorter reaction time. The ease of the product separation and reusability of PEG-600 makes it more environmentally benign and economically affordable for gram-scale synthesis.

Direct oxidative coupling of amidine hydrochlorides and methylarenes: TBHP-mediated synthesis of substituted 1,3,5-triazines under metal-free conditions

Various 2,4,6-trisubstituted 1,3,5-triazines were smoothly formed via TBHP-mediated direct oxidative coupling of amidine and methylarenes. This tandem oxidation-imination-cyclization transformation exhibits a straightforward protocol to prepare 1,3,5-triazines from easily available starting materials and green oxidants under metal-free conditions.

Copper-Catalyzed Oxidative C(sp3)-H Functionalization for Facile Synthesis of 1,2,4-Triazoles and 1,3,5-Triazines from Amidines

A facile and versatile catalytic system involving copper catalyst, K3PO4 as the base, and O2 as the oxidant has been developed to enable efficient synthesis of 2,4,6-trisubstituted and 2,6-disubstituted 1,3,5-triazines and

NIS-catalyzed oxidative cyclization of alcohols with amidines: A simple and efficient transition-metal free method for the synthesis of 1,3,5-triazines

An efficient method for the synthesis of 1,3,5-triazines by NIS-catalyzed oxidative cyclization of alcohols with amidines has been developed. The reaction works smoothly under transition-metal free and phosphine-free conditions to afford a wide range of 1,3,5-triazine derivatives in moderate to good yields. The synthetic methodology was achieved via in situ oxidation of alcohols to aldehydes.

Synthesis of 1,3,5-triazines via Cu(OAc)2-catalyzed aerobic oxidative coupling of alcohols and amidine hydrochlorides

Cu(OAc)2 was found to be an efficient catalyst for dehydrogenative synthesis of 1,3,5-triazine derivatives via oxidative coupling reaction of amidine hydrochlorides and alcohols in air. Both aromatic and aliphatic alcohols can be involved in the reaction and thirty-three products were obtained with good to excellent yields. Moreover, the use of a ligand, strong base and organic oxidant is unnecessary.

An efficient ruthenium-catalyzed dehydrogenative synthesis of 2,4,6-triaryl-1,3,5-triazines from aryl methanols and amidines

By using [RuCl2(p-Cymene)]2/Cs2CO 3 as an efficient catalyst system, the readily available, inexpensive aryl methanols were firstly employed for dehydrogenative synthesis of aryl substituted 1,3,5-triazine derivatives. Due to the inherent stability of alcohols in contrast with aldehydes, our synthetic protocol is adaptable to a broad substrate scope, there is no need for stringent protection during the whole operation process, and it has the potential to prepare valuable products that are currently inaccessible or challenging to prepare using conventional methods. It is a significantly important complement to the conventional synthetic methodologies. This journal is the Partner Organisations 2014.