31696-84-1

Upstream product

• 16216-13-0 2-phenyl-1-o-tolylethanone 
• 89-95-2 2-methyl-benzyl alcohol 
• 1670-14-0 benzamidine monohydrochloride 
• 529-20-4 2-methylphenyl aldehyde 
• 618-39-3 benzamidin 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 95-47-6 o-xylene 

Relevant academic research and scientific papers

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.

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.

Synthesis, Spectra, and Theoretical Investigations of 1,3,5-Triazines Compounds as Ultraviolet Rays Absorber Based on Time-Dependent Density Functional Calculations and three-Dimensional Quantitative Structure-Property Relationship

A series of 1,3,5-triazines were synthesized and their UV absorption properties were tested. The computational chemistry methods were used to construct quantitative structure-property relationship (QSPR), which was used to computer aided design of new 1,3,5-triazines ultraviolet rays absorber compounds. The experimental UV absorption data are in good agreement with those predicted data using the Time-dependent density functional theory (TD-DFT) [B3LYP/6–311 + G(d,p)]. A suitable forecasting model (R > 0.8, P 0.0001) was revealed. Predictive three-dimensional quantitative structure-property relationship (3D-QSPR) model was established using multifit molecular alignment rule of Sybyl program, which conclusion is consistent with the TD-DFT calculation. The exceptional photostability mechanism of such ultraviolet rays absorber compounds was studied and confirmed as principally banked upon their ability to undergo excited-state deactivation via an ultrafast excited-state proton transfer (ESIPT). The intramolecular hydrogen bond (IMHB) of 1,3,5-triazines compounds is the basis for the excited state proton transfer, which was explored by IR spectroscopy, UV spectra, structural and energetic aspects of different conformers and frontier molecular orbitals analysis.

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.

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.

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.

Sulfur Nitride in Organic Chemistry. 9. The Reaction of Tetrasulfur Tetranitride with Benzyl Ketones. Preparation of 3,4-Disubstituted-1,2,5-thiadiazoles

The reaction of tetrasulfur tetranitride (1) with various aryl and benzyl ketones (2a-o), oxindole (11), benzyl α-pyridyl ketone (12) and α-phenacylpyridine (13) afforded the corresponding 1,2,5-thiadiazoles (3a-n, 11 and 14).The scope and limitations of the above reaction were investigated and the evidences suggesting the radical anion mechanism are presented.