2-Chloro-1-(4-trifluoromethyl-benzyl)-1H-benzoimidazole

Base Information

• Chemical Name: 2-Chloro-1-(4-trifluoromethyl-benzyl)-1H-benzoimidazole
• CAS No.: 388574-65-0
• Molecular Formula: C15H10 Cl F3 N2
• Molecular Weight: 310.706
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50405304
• Wikidata: Q82209787
• Mol file: 388574-65-0.mol

Synonyms:388574-65-0;2-CHLORO-1-(4-TRIFLUOROMETHYL-BENZYL)-1H-BENZOIMIDAZOLE;2-Chloro-1-(4-(trifluoromethyl)benzyl)-1H-benzo[d]imidazole;2-chloro-1-[[4-(trifluoromethyl)phenyl]methyl]benzimidazole;C15H10ClF3N2;DTXSID50405304;MFCD02944078;AKOS024258357;AB12771;CS-0342462;A824306;2-Chloro-1-(4-trifluoromethylbenzyl)-1H-benzoimidazole;2-Chloro-1-(4-(trifluoromethyl)benzyl)-1H-benzoimidazole;2-chloro-1-(4-trifluoromethylbenzyl)-1h-benzo[d]imidazole;2-Chloro-1-{[4-(trifluoromethyl)phenyl]methyl}-1H-benzimidazole;2-chloro-1-{[4-(trifluoromethyl)phenyl]methyl}-1H-1,3-benzodiazole

Chemical Property of 2-Chloro-1-(4-trifluoromethyl-benzyl)-1H-benzoimidazole

Chemical Property:

• PSA: 17.82000
• LogP: 4.75680
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 310.0484605
• Heavy Atom Count: 21
• Complexity: 355

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-1-{[4-(trifluoromethyl)phenyl]methyl}-1H-1,3-benzodiazole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(N2CC3=CC=C(C=C3)C(F)(F)F)Cl

Technology Process of 2-Chloro-1-(4-trifluoromethyl-benzyl)-1H-benzoimidazole

There total 5 articles about 2-Chloro-1-(4-trifluoromethyl-benzyl)-1H-benzoimidazole 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-chloro-1H-benzoimidazole (4857-06-1) + 4-bromomethyltrifluoromethylbenzene (402-49-3) → 2-chloro-1-((4-trifluoromethyl)benzyl)benzo[d]imidazole (388574-65-0)

Guidance literature:

With potassium carbonate; In acetonitrile; at 75 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c00354

Reference yield: 64.0%

2-chloro-1H-benzoimidazole (4857-06-1) + 4-trifluoromethylbenzyl chloride (939-99-1) → 2-chloro-1-((4-trifluoromethyl)benzyl)benzo[d]imidazole (388574-65-0)

Guidance literature:

2-chloro-1H-benzoimidazole; With sodium hydride; In N,N-dimethyl-formamide;

4-trifluoromethylbenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃; Further stages.;

DOI:10.1021/jm0109210

Reference yield:

1-(4-trifluoromethylbenzyl)-1,3-dihydro-benzoimidazol-2-one (913267-53-5) → 2-chloro-1-((4-trifluoromethyl)benzyl)benzo[d]imidazole (388574-65-0)

Guidance literature:

With hydrogenchloride; trichlorophosphate; In water; at 150 ℃; for 3h;

DOI:10.1016/j.ejmech.2014.07.038

upstream raw materials:

2-chloro-1H-benzoimidazole

4-trifluoromethylbenzyl chloride

1-(4-trifluoromethylbenzyl)-1,3-dihydro-benzoimidazol-2-one

4-bromomethyltrifluoromethylbenzene

Downstream raw materials:

[3,4-dioxo-10-(4-trifluoromethyl-benzyl)-3,4-dihydro-10H-benzo[4,5]imidazo[2,1-c][1,2,4]triazin-2-yl]-acetic acid ethyl ester

10-(4-trifluoromethyl-benzyl)-2,10-dihydro-benzo[4,5]imidazo[2,1-c][1,2,4]triazine-3,4-dione

Refernces

• 1、 Oh, Sangmi,Kim, Sungbum,Kong, Sunju,Yang, Gyongseon,Lee, Nakyung,Han, Dawoon,Goo, Junghyun,Siqueira-Neto, Jair L.,Freitas-Junior, Lucio H.,Song, Rita. "Synthesis and biological evaluation of 2,3-dihydroimidazo[1,2-a] benzimidazole derivatives against Leishmania donovani and Trypanosoma cruzi". . p. 395 - 403. Retrieved 2014/08/05.
• 2、 Da Settimo,Boldrini,Primofiore,Da Settimo,La Motta,Taliani,Simorini,Novellino,Greco,Lavecchia. "[1,2,4]Triazino[4,3-a]benzimidazole acetic acid derivatives: A new class of selective aldose reductase inhibitors". . p. 4359 - 4369. Retrieved 2007/10/03.