2-(4-methoxyphenyl)-6-methyl-1H-benzimidazole

Base Information

• Chemical Name: 2-(4-methoxyphenyl)-6-methyl-1H-benzimidazole
• CAS No.: 53314-16-2
• Molecular Formula: C15H14N2O
• Molecular Weight: 238.289
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID20358919
• Nikkaji Number: J556.158B
• Wikidata: Q82139838
• Mol file: 53314-16-2.mol

Synonyms:53314-16-2;2-(4-methoxyphenyl)-6-methyl-1H-benzimidazole;2-(4-methoxyphenyl)-5-methyl-1h-benzo[d]imidazole;2-(4-METHOXYPHENYL)-5-METHYL-1H-BENZOIMIDAZOLE;2-(4-Methoxyphenyl)-5-methyl-1H-benzimidazole;SCHEMBL12470638;2-(4-METHOXY-PHENYL)-5-METHYL-1H-BENZOIMIDAZOLE;DTXSID20358919;MFCD03780142;STL481822;AKOS002793148;AKOS002998801;5-methyl-2-(4-methoxyphenyl)-1h-benzimidazole;methyl 4-(5-methyl-1H-benzimidazol-2-yl)phenyl ether;2-(4-METHOXYPHENYL)-5-METHYL-1H-1,3-BENZODIAZOLE

Chemical Property of 2-(4-methoxyphenyl)-6-methyl-1H-benzimidazole

Chemical Property:

• PSA: 37.91000
• LogP: 3.54690
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 238.110613074
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

97% ^*data from raw suppliers

2-(4-Methoxyphenyl)-5-methyl-1H-benzo[d]imidazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)N=C(N2)C3=CC=C(C=C3)OC

Technology Process of 2-(4-methoxyphenyl)-6-methyl-1H-benzimidazole

There total 18 articles about 2-(4-methoxyphenyl)-6-methyl-1H-benzimidazole 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: 97.0%

4-methoxy-benzaldehyde (123-11-5) + 4-methyl-1,2-diaminobenzene (496-72-0) → 2-(4-methoxyphenyl)-5(6)-methyl-1H-benzoimidazole (53314-16-2)

Guidance literature:

With sulfonated rice husk ash; at 80 ℃; for 0.25h; Green chemistry;

DOI:10.1007/s11164-015-2075-5

Reference yield: 96.0%

4-methyl-1,2-diaminobenzene (496-72-0) + 4-Methoxybenzyl alcohol (105-13-5) → 2-(4-methoxyphenyl)-6-methyl-1H-benzo[d]imidazole (53314-16-2)

Guidance literature:

With C₁₅H₁₅ClN₇Ru⁽¹⁺⁾*Cl^(1-); sodium tetraphenyl borate; 1,2-bis-(diphenylphosphino)ethane; at 165 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201800017

Reference yield: 93.0%

4-methoxy-N-(5-methyl-2-nitrophenyl)benzene carboximidamide (1224442-18-5) → 2-(4-methoxyphenyl)-5(6)-methyl-1H-benzoimidazole (53314-16-2)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; acetic acid; at 20 - 80 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.02.019

upstream raw materials:

2-(4-methoxy-phenyl)-1H-benzimidazole-6-carboxylic acid ethyl ester

ethyl 3,4-diaminobenzoate

3,4-diaminobenzoic acid

p-toluidine

Refernces

• 1、 Kaliyan, Prabakaran,Selvaraj, Loganathan,Muthu, Seenivasa Perumal. "Water extract of onion catalyst: An economical green route for the synthesis of 2-substituted and 1,2-disubstituted benzimidazole derivatives with high selectivity". supporting information. p. 340 - 349. Retrieved 2020/12/01.
• 2、 Hoang, Thi-Kim-Dung,Huynh, Thi-Kim-Chi,Nguyen, Thanh-Danh,Nguyen, Thi-Hong-An,Tran, Ngoc-Hoang-Son. "A facile and efficient synthesis of benzimidazole as potential anticancer agents". . . Retrieved 2020/07/13.