4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE

Base Information

• Chemical Name: 4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE
• CAS No.: 2963-77-1
• Molecular Formula: C13H11 N3
• Molecular Weight: 209.25
• Hs Code.: 2933990090
• Mol file: 2963-77-1.mol

Synonyms:Benzimidazole,2-(p-aminophenyl)- (7CI,8CI); 2-(4-Aminophenyl)-1H-benzimidazole;2-(4-Aminophenyl)benzimidazole; 2-(m-Aminophenyl)benzimidazole;2-(p-Aminophenyl)benzimidazole; 4-(1H-Benzimidazol-2-yl)aniline;4-(1H-Benzimidazol-2-yl)benzenamine; 4-(1H-Benzimidazol-2-yl)phenylamine; G660; NSC 403411; p-(1H-Benzimidazol-2-yl)aniline

Chemical Property of 4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE

Chemical Property:

• Vapor Pressure: 7.15E-09mmHg at 25°C
• Melting Point: 248.0 to 252.0 °C
• Boiling Point: 466.3°Cat760mmHg
• PKA: 11.77±0.10(Predicted)
• Flash Point: 266.9°C
• PSA: 54.70000
• Density: 1.286g/cm³
• LogP: 3.39330
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

98% ^*data from raw suppliers

4-(1H-Benzimidazol-2-yl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE

There total 25 articles about 4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE 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: 95.0%

2-(4-nitrophenyl)benzimidazole (729-13-5) → 4-(1H-benzimidazol-2-yl)aniline (2963-77-1)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; Reflux;

DOI:10.1016/j.bmc.2019.115257

Reference yield: 94.8%

o-phenylenediamine dihydrochloride (615-28-1) + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-(1H-benzimidazol-2-yl)aniline (2963-77-1)

Guidance literature:

With PPA; for 0.0833333h; microwave irradiation;

DOI:10.1248/cpb.55.115

Reference yield: 92.0%

4-aminobenzaldehyde (556-18-3,28107-09-7) + 1,2-diamino-benzene (95-54-5) → 4-(1H-benzimidazol-2-yl)aniline (2963-77-1)

Guidance literature:

With WO_x/ZrO₂; In 1,4-dioxane; at 100 ℃; for 5h;

DOI:10.1007/s10562-010-0340-1

upstream raw materials:

2-(4-nitrophenyl)benzimidazole

4-nitro-N-(2-nitrophenyl)benzamide

4-amino-benzoic acid

1,2-diamino-benzene

Downstream raw materials:

N-(4-(1H-benzo[d]imidazol-2-yl)phenyl)ethanamide

N-(4-(1H-benzo[d]imidazol-2-yl)phenyl)benzamide

2-Methyl-3--6-bromo-quinazolin(3H)-4-one

2-Phenyl-3--6-iodo-quinazolin(3H)-4-one

Refernces

Synthesis, solvatochromism, and biological activity of novel azo dyes bearing 2-pyridone and benzimidazole moieties

10.3906/kim-1711-97

The study focuses on the synthesis, solvatochromism, and biological activity of novel azo dyes that incorporate 2-pyridone and benzimidazole moieties. The azo dyes were synthesized through the diazotization of 4-(1H-benzo[d]imidazol-2-yl)aniline and subsequent coupling with substituted 3-cyano-2-pyridones. The dyes were characterized using UV-Vis, FT-IR, and NMR spectroscopy, as well as elemental analysis. The study explored the solvatochromism of the dyes across various solvents and investigated their tautomeric forms. Biological tests, including MTT assays, revealed that the dyes exhibit good biocompatibility and antiproliferative activity against tumor cell lines MDA-MB-231 and HCT-116, suggesting potential applications in cancer treatment.