1-(1-benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone

Base Information

• Chemical Name: 1-(1-benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone
• CAS No.: 56653-41-9
• Molecular Formula: C16H14N2O
• Molecular Weight: 250.3
• DSSTox Substance ID: DTXSID10355351
• Nikkaji Number: J1.172.620H
• Wikidata: Q82134189
• ChEMBL ID: CHEMBL1875582
• Mol file: 56653-41-9.mol

Synonyms:56653-41-9;1-(1-benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone;1-(1-benzylbenzimidazol-2-yl)ethanone;1-(1-benzyl-1H-1,3-benzodiazol-2-yl)ethan-1-one;1-(1-benzyl-1H-benzimidazol-2-yl)ethanone;1-(1-Benzyl-1H-benzo[d]imidazol-2-yl)ethanone;Cambridge id 5666015;MLS001165658;CHEMBL1875582;DTXSID10355351;HMS2881H11;MFCD01056123;STK073005;AKOS000562878;SMR000550057;CS-0272105;AB00092475-01;1R-0653;AE-848/32493044;1-(1-Benzyl-1h-benzo[d]imidazol-2-yl)ethan-1-one;Z56803499

Chemical Property of 1-(1-benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone

Chemical Property:

• PSA: 34.89000
• LogP: 3.28720
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 250.110613074
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

1-(1-Benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NC2=CC=CC=C2N1CC3=CC=CC=C3

Technology Process of 1-(1-benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone

There total 6 articles about 1-(1-benzyl-1H-1,3-benzimidazol-2-yl)-1-ethanone 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: 90.0%

benzyl chloride (100-44-7) + 2-acetylbenzimidazole (939-70-8) → 1-(1-benzyl-1H-benzo[d]imidazol-2-yl)ethan-1-one (56653-41-9)

Guidance literature:

With potassium carbonate; at 20 ℃; Neat (no solvent); Grinding;

Reference yield: 88.0%

N-benzyl-2-(α-hydroxyethyl)benzimidazole (56653-47-5) → 1-(1-benzyl-1H-benzo[d]imidazol-2-yl)ethan-1-one (56653-41-9)

Guidance literature:

With KMnO₄/alumina; at 20 ℃; for 0.133333h;

Reference yield: 52.0%

1-benzylbenzimidazole (4981-92-4) + carbon monoxide (201230-82-2) + bis(1-methyl-1-phenylethyl)peroxide (80-43-3) → 1-(1-benzyl-1H-benzo[d]imidazol-2-yl)ethan-1-one (56653-41-9)

Guidance literature:

With acetic acid; In 1,2-dichloro-ethane; chlorobenzene; at 140 ℃; for 20h; under 37503.8 Torr; Autoclave;

DOI:10.1002/ejoc.201901728

upstream raw materials:

benzyl chloride

2-acetylbenzimidazole

N-benzyl-2-(α-hydroxyethyl)benzimidazole

1,2-diamino-benzene

Downstream raw materials:

C₁₉H₁₉N₃O

C₁₇H₁₄N₄

C₁₇H₁₃N₃O

N-benzyl-2-(α-hydroxyethyl)benzimidazole

Refernces

• 1、 Kumar, P. Praveen,Dathu Reddy,Ramana Reddy, Ch. Venkata,Rama Devi,Dubey. "A New Facile Sulfenylation of 2-Acetylbenzimidazoles". . p. 1775 - 1779. Retrieved 2015/10/29.
• 2、 Kumar, Kishore,Hemasunder,Naidu,Dubey. "Alkylation studies on pyrazolyl and isoxazolyl benzimidazoles". . p. 393 - 398. Retrieved 2013/09/24.