Tetraphenylpyrimidine

Base Information

• Chemical Name: Tetraphenylpyrimidine
• CAS No.: 14277-91-9
• Molecular Formula: C28H20N2
• Molecular Weight: 384.48
• DSSTox Substance ID: DTXSID60508719
• Nikkaji Number: J1.392.822C
• Wikidata: Q82365860
• Mol file: 14277-91-9.mol

Synonyms:Tetraphenylpyrimidine;Pyrimidine, tetraphenyl-;14277-91-9;2,4,5,6-tetraphenylpyrimidine;SCHEMBL12306162;DTXSID60508719

Chemical Property of Tetraphenylpyrimidine

Chemical Property:

• Melting Point: 199-200 °C
• Boiling Point: 437.9±45.0 °C(Predicted)
• PSA: 25.78000
• Density: 1.140±0.06 g/cm3(Predicted)
• LogP: 7.14460
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 384.162648646
• Heavy Atom Count: 30
• Complexity: 467

Purity/Quality:

99% ^*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=C(N=C(N=C2C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of Tetraphenylpyrimidine

There total 14 articles about Tetraphenylpyrimidine 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%

2,4,5,6-tetrachloropyrimidine (1780-40-1) + phenylboronic acid (98-80-6) → tetraphenyl-2,4,5,6 pyrimidine (14277-91-9)

Guidance literature:

With Pd(PPh₃)2Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 8h; Inert atmosphere;

DOI:10.1002/adsc.201000020

Reference yield: 80.0%

benzoyl chloride (98-88-4) + N-(diphenyl-1,2) vinylbenzamidine (76005-90-8) → tetraphenyl-2,4,5,6 pyrimidine (14277-91-9)

Guidance literature:

for 0.0833333h; Heating;

Reference yield: 71.0%

N-cyclopentylbenzamide (53226-42-9) + diphenyl acetylene (501-65-5) → tetraphenyl-2,4,5,6 pyrimidine (14277-91-9)

Guidance literature:

N-cyclopentylbenzamide; With 2-iodopyridine; trifluoromethylsulfonic anhydride; In 1,2-dichloro-ethane; at 0 ℃; for 0.25h; Inert atmosphere;

diphenyl acetylene; In 1,2-dichloro-ethane; at 90 ℃; for 18h; Inert atmosphere;

DOI:10.1055/s-0037-1610411

upstream raw materials:

2,4-Dinitro-benzensulfensaeureamid

2,3,4,5-tetraphenyl-1H-pyrrole

diphenylchloroazirine

benzoyl chloride

Refernces

• 1、 Stopka, Tobias,Adler, Pauline,Hagn, Gerhard,Zhang, Haoqi,Tona, Veronica,Maulide, Nuno. "Electrophilic Activation of Amides for the Preparation of Polysubstituted Pyrimidines". . p. 194 - 202. Retrieved 2019/01/04.
• 2、 Hussain, Munawar,Thai Hung, Nguyen,Ahmad Khera, Rasheed,Malik, Imran,Saber Zinad, Dhafer,Langer, Peter. "Synthesis of aryl-substituted pyrimidines by site-selective Suzuki-Miyura cross-coupling reactions of 2,4,5,6-tetrachloro-pyrimidine". experimental part. p. 1429 - 1433. Retrieved 2010/08/20.