1H-Benzimidazole, 2-[(1E)-2-phenylethenyl]-

Base Information

• Chemical Name: 1H-Benzimidazole, 2-[(1E)-2-phenylethenyl]-
• CAS No.: 58758-09-1
• Molecular Formula: C15H12N2
• Molecular Weight: 220.274
• Mol file: 58758-09-1.mol

Synonyms:

Chemical Property of 1H-Benzimidazole, 2-[(1E)-2-phenylethenyl]-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Benzimidazole, 2-[(1E)-2-phenylethenyl]-

There total 28 articles about 1H-Benzimidazole, 2-[(1E)-2-phenylethenyl]- 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: 96.5%

(E)-3-phenylpropenal (14371-10-9) + 1,2-diamino-benzene (95-54-5) → (E)-2-styryl-1H-benzo[d]imidazole (58758-09-1)

Guidance literature:

1,2-diamino-benzene; With nano Fe(at)C-Ph-SO₃H (NANOCAT-G₄); In ethanol; at 40 ℃; for 0.25h; Sonication;

(E)-3-phenylpropenal; In ethanol; at 40 ℃; for 0.916667h; Catalytic behavior; Sonication;

DOI:10.1039/c8dt00677f

Reference yield: 95.0%

(E)-3-phenylacrylic acid (140-10-3) + o-phenylenediamine sulphate (74710-09-1,209064-27-7) → (E)-2-styryl-1H-benzo[d]imidazole (58758-09-1)

Guidance literature:

In ethylene glycol; for 3h; Heating;

DOI:10.1081/SCC-100106202

Reference yield: 92.0%

(E)-1,1-bis(methylthio)-5-phenylpenta-1,4-dien-3-one (89812-50-0) + 1,2-diamino-benzene (95-54-5) → (E)-2-styryl-1H-benzo[d]imidazole (58758-09-1)

Guidance literature:

With copper(l) iodide; acetic acid; In water; at 100 ℃; for 3h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1016/j.tet.2015.06.008

upstream raw materials:

2-Methyl-1H-benzimidazole

(E)-3-phenylpropenal

1,2-diamino-benzene

benzaldehyde

Downstream raw materials:

2-benzimidazolecarboxylic acid

(E)-1-methyl-2-styryl-1H-benzo[d]imidazole

1-methyl-2-benzimidazolone

Refernces

Condensation of o-phenylenediamine with cinnamic acids

10.1081/SCC-100106202

The research focuses on the condensation of o-phenylenediamine sulfate with cinnamic acids to yield 2-styrylbenzimidazoles. The experiments were conducted by refluxing o-phenylenediamine sulfate with various cinnamic acids in ethylene glycol, which resulted in the formation of the target compounds in excellent yields. The reactants included o-phenylenediamine sulfate and different substituted cinnamic acids. The analyses used to confirm the authenticity and structure of the synthesized compounds included melting point determination, thin-layer chromatography (TLC), infrared (IR) spectroscopy, proton and carbon-13 nuclear magnetic resonance (1H-NMR and 13C-NMR), mass spectrometry, and elemental analysis, which were compared with literature values and previous results from similar condensation reactions.