1-Benzyl-2,4,5-triphenylimidazole

Base Information

• Chemical Name: 1-Benzyl-2,4,5-triphenylimidazole
• CAS No.: 13269-91-5
• Molecular Formula: C28H22N2
• Molecular Weight: 386.496
• DSSTox Substance ID: DTXSID30394328
• Nikkaji Number: J1.395.953F
• Wikidata: Q82193640
• ChEMBL ID: CHEMBL461581
• Mol file: 13269-91-5.mol

Synonyms:1-benzyl-2,4,5-triphenylimidazole;13269-91-5;1H-Imidazole, 2,4,5-triphenyl-1-(phenylmethyl)-;CHEMBL461581;SCHEMBL18152788;DTXSID30394328;1-benzyl-2,4,5-triphenyl-1H-imidazole;1-benzyl-2-(phenyl)-4,5-diphenyl-1h-imidazole;AO-476/42871095

Chemical Property of 1-Benzyl-2,4,5-triphenylimidazole

Chemical Property:

• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 386.178298710
• Heavy Atom Count: 30
• Complexity: 495

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C(=C(N=C2C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of 1-Benzyl-2,4,5-triphenylimidazole

There total 41 articles about 1-Benzyl-2,4,5-triphenylimidazole 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: 99.0%

benzaldehyde (100-52-7) + benzil (134-81-6) + benzylamine (100-46-9) → 1-benzyl-2,4,5-triphenyl-1H-imidazole (13269-91-5)

Guidance literature:

With ammonium acetate; In neat (no solvent); at 100 ℃; for 0.25h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Green chemistry;

DOI:10.1039/c7cy01398a

Reference yield: 91.0%

2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) + benzaldehyde (100-52-7) + benzylamine (100-46-9) → 1-benzyl-2,4,5-triphenyl-1H-imidazole (13269-91-5)

Guidance literature:

With ammonium acetate; triethylammonium acetate; In neat (no solvent); at 120 ℃; for 0.583333h;

DOI:10.1080/00304948.2015.1088757

Reference yield: 91.0%

phenyl benzyl ketone (451-40-1) + benzylamine (100-46-9) → 1-benzyl-2,4,5-triphenyl-1H-imidazole (13269-91-5)

Guidance literature:

With hydrogenchloride; iodine; oxygen; In water; dimethyl sulfoxide; at 90 ℃; for 5h; regioselective reaction;

DOI:10.1002/adsc.201200582

upstream raw materials:

lophine

benzyl chloride

phenyl benzyl ketone

benzil

Downstream raw materials:

lophine

Refernces

• 1、 Ren, Yi-Ming,Cai, Chun. "A solvent-free synthesis of 1,2,4,5-tetrasubstituted imidazoles using molecular iodine as catalyst". . p. 133 - 134. Retrieved 2010.
• 2、 Tavakoli-Hoseini, Niloofar,Davoodnia, Abolghasem. "Carbon-based solid acid as an efficient and reusable catalyst for one-pot synthesis of tetrasubstituted imidazoles under solvent-free conditions". . p. 203 - 206. Retrieved 2011.
• 3、 Agrawal, Brijmohan R.,Gill, Charansingh,Khandebharad, Amol U.,Sarda, Swapnil R.. "An Efficient Synthesis of Substituted Imidazoles Catalyzed by 3-N-Morpholinopropanesulfonic Acid (MOPS) under Ultrasound Irradiation". . p. 524 - 529. Retrieved 2020.
• 4、 Wang, Liang,Zhong, Xia,Zhou, Min,Zhou, Wei-You,Chen, Qun,He, Ming-Yang. "One-pot synthesis of polysubstituted imidazoles in a bronsted acidic deep eutectic solvent". . p. 236 - 238. Retrieved 2013.
• 5、 Pandit, Shivaji S.,Bhalerao, Swapnil K.,Aher, Uddhav S.,Adhav, Gorakshanath L.,Pandit, Vikram U.. "Amberlyst A-15: Reusable catalyst for the synthesis of 2,4,5-trisubstituted and 1,2,4,5-Tetrasubstituted-1H-Imidazoles under MW irradiation". . p. 421 - 426. Retrieved 2011.
• 6、 Sadeghi,Mirjalili,Bidaki,Ghasemkhani. "SbCl5.SiO2: An efficient alternative for one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles in solvent or under solvent-free condition". . p. 648 - 652. Retrieved 2011.
• 7、 Davoodnia, Abolghasem,Heravi, Majid M.,Safavi-Rad, Zahra,Tavakoli-Hoseini, Niloofar. "Green, one-pot, solvent-free synthesis of 1,2,4,5-tetrasubstituted imidazoles using a bronsted acidic ionic liquid as novel and reusable catalyst". . p. 2588 - 2597. Retrieved 2010.
• 8、 Rojas Vargas, Julio Alberto,López, América García,Pérez, Yulier,Cos, Paul,Froeyen, Matheus. "In vitro evaluation of arylsubstituted imidazoles derivatives as antiprotozoal agents and docking studies on sterol 14α-demethylase (CYP51) from Trypanosoma cruzi, Leishmania infantum, and Trypanosoma brucei". . . Retrieved 2019.
• 9、 Sanchooli Tazeh, Kazem,Heydari, Reza,Fatahpour, Maryam. "Fe3O4@THAM-Pd as a highly efficient magnetically recoverable nanocatalyst for facile one-pot assembly of substituted imidazoles under solvent-free conditions". . p. 1464 - 1472. Retrieved 2021.
• 10、 Gabla, Jenifer J.,Lathiya, Dharmesh R.,Revawala, Akash A.,Maheria, Kalpana C.. "Propyl–SO3H functionalized SBA-15: Microwave-mediated green synthesis of biologically active multi-substituted imidazole scaffolds". . p. 1863 - 1881. Retrieved 2019.