6726-80-3

Usage

Type of compound

Trisubstituted 1,3,5-triazine

Common use

Monomers in the production of polymers

Known for

High thermal stability and UV resistance

Industrial applications

Various, due to its thermal stability and UV resistance

Role in synthesis

Building block in the synthesis of complex organic molecules

Precursor

In the production of specialty chemicals and pharmaceuticals

Potential applications

Materials science, particularly in the development of advanced materials with unique properties

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 529-19-1 2-Methylbenzonitrile 

Relevant academic research and scientific papers

Method for synthesizing 2, 4, 6-trisubstituted 1, 3, 5-triazine compound from aromatic aldehyde and ammonium iodide

The invention discloses a method for synthesizing a 2, 4, 6-trisubstituted 1, 3, 5-triazine compound from aromatic aldehyde and ammonium iodide, and belongs to the field of organic synthesis. According to the method, aromatic aldehyde and ammonium iodide undergo a one-pot reaction under the catalytic action of a ferric salt, so that the 2, 4, 6-trisubstituted 1, 3, 5-triazine compound is obtained.According to the present invention, the small molecule aryl aldehyde raw material and the iron salt catalyst are used, such that the cost is low, the reaction conditions are mild, the symmetric 2, 4,6-trisubstituted 1, 3, 5-triazine compound can be highly selectively obtained, and the brand-new synthesis idea is provided for the triazine ring construction.

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.

Reactions of rac-(ebthi)M(η2-Me3SiC2SiMe3) (M=Ti, Zr) with Aryl Nitriles

The reactions of the Group 4 metallocene alkyne complexes rac-(ebthi)M(η2-Me3SiC2SiMe3) (1 a: M=Ti, 1 b: M=Zr; rac-(ebthi)=rac-1,2-ethylene-1,1′-bis(η5-tetrahydroindenyl)) with Ph C N were investigated. For 1 a, an unusual nitrile–nitrile coupling to 1-titana-2,5-diazacyclopenta-2,4-diene (2) at ambient temperature was observed. At higher temperature, the C C coupling of two nitriles resulted in the formation of a dinuclear complex with a four-membered diimine bridge (3). The reaction of 1 b with Ph C N afforded dinuclear compound 4 and 2,4,6-triphenyltriazine. Additionally, the reactivity of 1 b towards other nitriles was investigated.

Reactions of bis(silyl-substituted) methyllithium with α-hydrogen- free nitriles into 1,3,5-triazines

Bis(silyl-substituted) methyllithium has been found to catalyze a conversion of α-hydrogen-free nitriles directly to yield 2,4,6-trisubsituted s-triazines. The generally high yields and relatively mild reaction conditions of this procedure suggest an alternative to other aromatic nitrile cyclotrimerization reactions. Silicotropic rearrangements from C to N or N to N and an unusual elimination of LiCR2R (R=SiMe3, R=SiMe2NMe2) were observed.