2547-66-2 Usage
Description
1,3,5-TRIBENZYLHEXAHYDRO-1,3,5-TRIAZINE is an organic compound that serves as a versatile reagent in various chemical synthesis processes. It is characterized by its hexahydro-1,3,5-triazine core with three benzyl groups attached, which contributes to its unique chemical properties and potential applications.
Uses
Used in Pharmaceutical Synthesis:
1,3,5-TRIBENZYLHEXAHYDRO-1,3,5-TRIAZINE is used as a reagent in the synthesis of phosphinic acid-based N-Acetylated alpha-linked acidic dipeptidase (NAALADase) inhibitors. These inhibitors may potentially be used for the treatment of both neurodegenerative disorders and peripheral neuropathies, offering therapeutic benefits in managing these conditions.
Used in Catalyst Assembling Process:
1,3,5-TRIBENZYLHEXAHYDRO-1,3,5-TRIAZINE serves as a ligand in the synthesis of alkyl β-aminocarboxylates via trifluoromethanesulfonic acid catalyzed reaction with ketene silyl acetals. This application is crucial in the development of new catalysts and their optimization for various chemical reactions.
Used in Heterogeneous Cr-based Single-site Ethylene Trimerization Catalyst:
1,3,5-TRIBENZYLHEXAHYDRO-1,3,5-TRIAZINE is used as a ligand to study the assembling process of a heterogeneous Cr-based single-site ethylene trimerization catalyst by X-ray absorption spectroscopy. This application aids in understanding the structure and function of these catalysts, which are essential for the production of valuable chemicals and materials.
Used in Conversion of Phillips Cr/SiO2 Polymerisation Catalyst:
1,3,5-TRIBENZYLHEXAHYDRO-1,3,5-TRIAZINE is used as a ligand during the conversion of Phillips Cr/SiO2 polymerisation catalyst to an ethylene trimerisation catalyst after assembling new active sites on the silica surface. This process is vital for the development of more efficient and selective catalysts for industrial applications.
Synthesis
To a round-bottomed flask (125 mL) equipped with a reflux condenser was added theappropriate amine (0.05 mmol), toluene (40 mL) and formaldehyde (37%, 4.1 mL).The solution was brought to reflux using an external oil bath and kept stirring for 30min. Then, the toluene was evaporated under reduced pressure, and the residue wasdissolved in ethyl acetate and washed with a saturated aqueous solution of sodiumchloride. After evaporation of the solvent under reduced pressure in a rotaryevaporator, the residue was purified by silica gel column chromatography usinghexane/ethyl acetate 9:1 as the eluent.
Check Digit Verification of cas no
The CAS Registry Mumber 2547-66-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,4 and 7 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2547-66:
(6*2)+(5*5)+(4*4)+(3*7)+(2*6)+(1*6)=92
92 % 10 = 2
So 2547-66-2 is a valid CAS Registry Number.
InChI:InChI=1/C24H27N3/c1-4-10-22(11-5-1)16-25-19-26(17-23-12-6-2-7-13-23)21-27(20-25)18-24-14-8-3-9-15-24/h1-15H,16-21H2/p+3
2547-66-2Relevant articles and documents
-
Hunt,Wagner
, p. 1792,1798 (1951)
-
-
McDonagh,A.F.,Smith,H.E.
, p. 8 - 12 (1968)
-
Synthesis and Cytotoxic Activity of Hexahydro-1,3,5-triazine Derivatives through Ring Condensation
Bae, Song Mi,Kang, Sung Young,Song, Ju Hyun
, p. 840 - 846 (2021)
As a part of a research program for pharmacologically interacting sym-triazine derivatives with hexahydrotriazine ring, novel hexahydrotriazine derivatives (1?13) were successfully synthesized. The synthesis of hexahydrotriazines was carried out from the assembly of three molecules of various amines and three molecules of formaldehyde by “1 + 1 + 1 + 1 + 1 + 1” cycloaddition. The synthesis mechanism is probably passes through imines, which trimerizes to give the hexahydrotriazine ring. All synthesized hexahydrotriazines (1–13) were screened for their cytotoxic activity by cancer cells. As a result, compound 1–9 reduced the viability of T98G cells in a concentration-dependent manner. At a concentration of 100 μM, compound 9 exhibited the greatest cytotoxicity at 94.6%. The reason is that compound 9 is C5H5N that has a resonance hybrid structure and exhibits aromaticity. It is considered to be active because it has a structure that is a raw material for pyridine derivatives as mainly medicines and pesticides.
Facile Access to 3-Unsubstituted Tetrahydroisoquinolonic Acids via the Castagnoli-Cushman Reaction
Guranova, Natalia,Dar'In, Dmitry,Krasavin, Mikhail
, p. 2001 - 2008 (2018/03/06)
Hitherto undescribed 3-unsubstituted tetrahydroisoquinolonic acids (isolated as their respective methyl esters) were accessed for the first time by the uncatalyzed, thermally promoted Castagnoli-Cushman reaction (CCR) of homophthalic anhydride (HPA) and a series of 1,3,5-triazinanes. The moderate yields observed in some cases are most likely associated with a persistent impurity also formed in these reactions. The new scaffold is expected to find novel medicinal utility (compared to the traditional CCR adducts) because it lacks a substituent at the 3-position.
