16107-88-3

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 100-52-7 benzaldehyde 
• 98-08-8 α,α,α-trifluorotoluene 
• 104-85-8 para-methylbenzonitrile 
• 1670-14-0 benzamidine monohydrochloride 
• 874-60-2 4-methyl-benzoyl chloride 
• 104-82-5 4-Methylbenzyl chloride 
• 106-42-3 para-xylene 
• 618-39-3 benzamidin 
• 589-18-4 4-Methylbenzyl alcohol 
• 622-47-9 4-tolylacetic acid 
• 122-00-9 para-methylacetophenone 
• 104-84-7 para-methylbenzylamine 
• 100-47-0 benzonitrile 

Relevant academic research and scientific papers

Base-free synthesis of 1,3,5-triazines via aerobic oxidation of alcohols and benzamidine over a recyclable OMS-2 catalyst

By using 4Na2SO4·2H2O2·NaCl as a reductant, manganese oxide octahedral molecular sieve (OMS-2)with enhanced surface area and mixed valence was prepared successfully. OMS-2 showed excellent catalytic ability towards aerobic oxidative synthesis of 1,3,5-triazines from benzyl alcohols and benzamidine. Methyl benzenes, DMF and DMSO could also be employed as substrates to react with benzamidine offering triazines under the heterogeneous conditions. The catalytic system features base-free conditions, broad substrate scope, high chemoselectivity, operational simplicity, catalyst recyclability and utilization of O2 as the green oxidant.

METHOD FOR PRODUCING TRIAZINE COMPOUND

To provide a method for easily and efficiently producing a triazine compound from a nitrile compound and a trihalide compound under a mild production condition using a metal catalyst.SOLUTION: There is provided a method for producing a triazine compound by reacting a nitrile compound represented by the formula (1): R1-CN (wherein, R1 is an aryl group which may be substituted with one or more substituents or a heteroaryl group which may be substituted with one or more substituents) and a trihalide compound represented by the formula (2): R2-CX3 (wherein, R2 is an aryl group which may be substituted with one or more substituents or a heteroaryl group which may be substituted with one or more substituents and X is halogen) in the presence of a catalyst containing a Group 5 metal compound and an ammonium salt and optionally a metal halide compound.SELECTED DRAWING: None

Atom-efficient synthesis of 2,4,6-trisubstituted 1,3,5-triazinesviaFe-catalyzed cyclization of aldehydes with NH4I as the sole nitrogen source

An atom-efficient, straightforward method for the synthesis of 2,4,6-triaryl-1,3,5-triazinesviairon-catalyzed cyclization of aldehydes with NH4I as the sole nitrogen source is demonstrated. This strategy works smoothly under air atmosphere, and affords symmetrical 2,4,6-trisubstituted and unsymmetrical 1,3,5-triazines with yields from 18% to 72%. Compared to other methods, the present protocol provides a straightforward and atom-efficient approach to 2,4,6-trisubstituted 1,3,5-triazines using an inexpensive, easily available ammonium salt as the sole nitrogen source. Research into the preliminary mechanism indicates thatN-benzylidenebenzimidamides are involved in this cyclization reaction.

Method for constructing asymmetric 2,4,6-trisubstituted 1,3,5-triazine compound by mixing aromatic aldehyde and ammonium iodide

The invention discloses a method for constructing an asymmetric 2,4,6-trisubstituted 1,3,5-triazine compound by mixing aromatic aldehyde and ammonium iodide, and belongs to the field of organic synthesis. According to the method, mixed aromatic aldehyde and ammonium iodide are subjected to a one-pot reaction under the catalytic action of iron salt, and the asymmetric 2,4,6-trisubstituted 1,3,5-triazine compound is obtained. According to the method, a micromolecular aryl aldehyde raw material and an iron salt catalyst are adopted, the cost is low, the reaction conditions are mild, the asymmetric 2,4,6-trisubstituted 1,3,5-triazine compound can be obtained, the selectivity is high, and a brand-new synthesis route is provided for construction of a triazine ring.

1,3,5-substituted triazine compound and preparation method thereof

The embodiment of the invention discloses a preparation method of a triazine compound. The method is characterized in that the compound of formula (VI) is prepared from substituted benzoyl chloride. The preparation method for preparing the 1,3,5-substituted triazine compound from substituted benzoyl chloride has the advantages of cheap and easily available raw materials, high reaction activity, mild reaction conditions, simple separation and purification process and high product purity, and can be well applied to industrial production.

Method for synthesizing a 1,3,5-triazine derivative

A method for synthesizing a 1,3,5-triazine derivative specifically includes the following steps: dissolving a benzyl chloride compound and an amidine hydrochloride compound in an organic solvent, wherein the amount-of-substance ratio of the benzyl chloride compound to the amidine hydrochloride compound is 1:(1-2); adding an oxidizing agent and an alkaline medium, and stirring at 100-130 DEG C for12-24 hours for reaction to obtain a 1,3,5-s-triazine derivative; and subjecting the 1,3,5-s-triazine derivative to cooling, extracting, drying and column chromatography isolation to obtain a pure product. The method has the advantages that reaction conditions are mild, the reaction activity is high, the reaction yield reaches 90%, the product selectivity is high, and the substrate expansion rangeis wide; transition metals, especially precious metal compounds, are avoided in a catalytic system, the cost is low, the method is safe and convenient, and the reaction system has less environmentalpollution.

An alternatively metal-free synthesis of 1,3,5-triazines or 1,2,4-thiadiazoles from benzyl chlorides and benzylamines mediated by elemental sulfur

An elemental sulfur mediated reaction of benzyl chlorides with benzylamines is developed, which allows the practical synthesis of valuable 1,3,5-triazines. This protocol that is metal free, ligand free, and uses inexpensive elemental sulfur as oxidant or raw material displays mild reaction conditions, a broad substrate scope and moderate to good yields. Moreover, the modified sulfur-mediated reaction system can also be used to synthesize 1,2,4-thiadiazoles, by simply switching the stoichiometry of sulfur powder from 0.75 equivalents to 5 equivalents.

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.

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.

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.