5-NITRO-2-(3-PYRIDINYL)-1H-BENZIMIDAZOLE

Base Information

• Chemical Name: 5-NITRO-2-(3-PYRIDINYL)-1H-BENZIMIDAZOLE
• CAS No.: 145861-59-2
• Molecular Formula: C₁₂H₈N₄O₂
• Molecular Weight: 240.221
• Mol file: 145861-59-2.mol

Synonyms:1H-Benzimidazole,5-nitro-2-(3-pyridinyl)- (9CI);5-Nitro-2-(pyridin-3-yl)-1H-benzimidazole;2-(3-Pyridyl)-5-nitro-1H-benzimidazole;

Chemical Property of 5-NITRO-2-(3-PYRIDINYL)-1H-BENZIMIDAZOLE

Chemical Property:

• Vapor Pressure: 7.16E-11mmHg at 25°C
• Melting Point: 242-244℃
• Refractive Index: 1.727
• Boiling Point: 518.9 °C at 760 mmHg
• PKA: 8.48±0.10(Predicted)
• Flash Point: 267.6 °C
• PSA: 87.39000
• Density: 1.451 g/cm³
• LogP: 3.05630

Purity/Quality:

98%min ^*data from raw suppliers

5-Nitro-2-(pyridin-3-yl)-1H-benzo[d]imidazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-NITRO-2-(3-PYRIDINYL)-1H-BENZIMIDAZOLE

There total 7 articles about 5-NITRO-2-(3-PYRIDINYL)-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: 93.0%

3-pyridinecarboxaldehyde (500-22-1) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 2-(3'-pyridyl)-5-nitrobenzimidazole (145861-59-2)

Guidance literature:

With sodium dithionate; In N,N-dimethyl-formamide; for 3h; Reflux;

DOI:10.2174/1570180815666181004102209

Reference yield: 81.3%

2-(3-pyridyl)-1H-benzimidazole (1137-67-3) → 2-(3'-pyridyl)-5-nitrobenzimidazole (145861-59-2)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 20 ℃; for 2h;

DOI:10.1007/BF02269539

Reference yield: 49.0%

pyridine-2-carbaldehyde (1121-60-4) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 2-(3'-pyridyl)-5-nitrobenzimidazole (145861-59-2)

Guidance literature:

With sodium metabisulfite; In ethanol; for 4h; Reflux;

DOI:10.1007/s12272-010-0701-8

upstream raw materials:

2-(3-pyridyl)-1H-benzimidazole

3-pyridinecarboxaldehyde

4-Nitrophenylene-1,2-diamine

nicotinic acid

Downstream raw materials:

5-amino-2-(β-pyridyl)benzimidazoles

Refernces

• 1、 Khan, Momin,Ahmad, Riaz,Rehman, Gauhar,Gul, Naeem,Shah, Sana,Salar, Uzma,Perveen, Shahnaz,Khan, Khalid Mohammed. "Synthesis of pyridinyl-benzo[d]imidazole/pyridinyl-benzo[d]thiazole derivatives and their yeast glucose uptake activity in vitro". . p. 984 - 993. Retrieved 2019/10/28.
• 2、 Jung, Myung Hee,Park, Jung Mee,Lee, Ihl-Young Choi,Ahn, Mija. "Synthesis of 2-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)benzimidazoles". . p. 37 - 44. Retrieved 2007/10/03.