2,4,6-Triphenylpyrimidine

Base Information

• Chemical Name: 2,4,6-Triphenylpyrimidine
• CAS No.: 1666-86-0
• Molecular Formula: C22H16N2
• Molecular Weight: 308.382
• DSSTox Substance ID: DTXSID40360897
• Nikkaji Number: J344.649B
• Wikidata: Q82142919
• Mol file: 1666-86-0.mol

Synonyms:2,4,6-triphenylpyrimidine;1666-86-0;SCHEMBL438540;DTXSID40360897;BAA66686;MFCD00234940;AKOS024325772;SB58057;A898779;AC-907/25005358

Chemical Property of 2,4,6-Triphenylpyrimidine

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 308.131348519
• Heavy Atom Count: 24
• Complexity: 338

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=NC(=N2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 2,4,6-Triphenylpyrimidine

There total 87 articles about 2,4,6-Triphenylpyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

benzonitrile (100-47-0) + phenylacetylene (536-74-3) → 2,4,6-triphenylpyrimidine (1666-86-0)

Guidance literature:

With trifluorormethanesulfonic acid; for 24h; Ambient temperature;

DOI:10.1055/s-1990-27040

Reference yield: 91.0%

benzamidine monohydrochloride (1670-14-0) + benzaldehyde (100-52-7) + acetophenone (98-86-2) → 2,4,6-triphenylpyrimidine (1666-86-0)

Guidance literature:

With piperazine immobilized inside the mesochannels of magnetic MCM-41 as an organic base (a-Fe₂O₃-MCM-41-piperazine); In neat (no solvent); at 80 ℃; for 1h; Green chemistry;

DOI:10.1007/s11164-015-2284-y

Reference yield: 91.0%

1-Phenylethanol (98-85-1,13323-81-4) + benzamidin (618-39-3) + benzyl alcohol (100-51-6,185532-71-2) → 2,4,6-triphenylpyrimidine (1666-86-0)

Guidance literature:

With C₄₉H₄₀N₃O₂P₂Ru⁽¹⁺⁾*Cl^(1-); potassium tert-butylate; In 1,4-dioxane; at 120 ℃; for 24h; Reagent/catalyst; Solvent; Catalytic behavior; Mechanism; Sealed tube; Schlenk technique;

DOI:10.1039/c9dt04040d

upstream raw materials:

4-chloro-2,6-diphenyl-1,3-pyrimidine

(Z)-2-bromo-1,3-diphenylprop-2-en-1-one

benzamidine monohydrochloride

1,2,4-triphenylbutane-1,4-dione

Downstream raw materials:

[OsH₂(P(iPr)3)2(2,4,6-triphenylpyrimidine(-2H))]

[(OsH₂(P(iPr)3)2)2(2,4,6-triphenylpyrimidine(-4H))]

2,4,6-triphenylpyridine

3-n-propyl-2,4,6-triphenylpyridine

Refernces

• 1、 Wu, Ping,Cai, Xi-Mei,Wang, Qi-Fang,Yan, Chao-Guo. "Facile synthesis of triarylpyrimidines with microwave-irradiated reactions of N-phenacylpyridinium chloride". . p. 223 - 229. Retrieved 2007.
• 2、 Poly, Sharmin Sultana,Hashiguchi, Yuta,Sultana, Asima,Nakamura, Isao,Shimizu, Ken-ichi,Yasumura, Shunsaku,Fujitani, Tadahiro. "Flow reactor approach for the facile and continuous synthesis of efficient Pd@Pt core-shell nanoparticles for acceptorless dehydrogenative synthesis of pyrimidines from alcohols and amidines". . . Retrieved 2021/04/23.
• 3、 Chakraborty, Gargi,Guin, Amit Kumar,Mondal, Rakesh,Paul, Nanda D.,Sarkar, Susmita. "Iron-Catalyzed Alkyne-Based Multicomponent Synthesis of Pyrimidines under Air". . p. 13186 - 13197. Retrieved 2021/10/01.