2-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid

Base Information

• Chemical Name: 2-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid
• CAS No.: 124340-93-8
• Molecular Formula: C13H9 N3 O2
• Molecular Weight: 239.233
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10458775
• Nikkaji Number: J2.229.574H
• Wikidata: Q82282292
• Mol file: 124340-93-8.mol

Synonyms:124340-93-8;2-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid;2-(Pyridin-4-yl)-1H-benzo[d]imidazole-4-carboxylic acid;2-(Pyridin-4-yl)-1H-1,3-benzodiazole-7-carboxylic acid;2-pyridin-4-yl-1H-benzimidazole-4-carboxylic acid;MFCD06660426;1H-Benzimidazole-7-carboxylic acid, 2-(4-pyridinyl)-;2-(4-pyridyl)-1H-benzimidazole-4-carboxylic acid;2-(pyridin-4-yl)-1h-benzimidazole-4-carboxylic acid;SCHEMBL6840234;1H-Benzimidazole-4-carboxylic acid, 2-(4-pyridinyl)-;DTXSID10458775;PWMIUJKAAICMHR-UHFFFAOYSA-N;AKOS005257332;AKOS006162309;AS-80083;CS-0090686;E81093;A910117;2-(pyrid-4-yl)-1h-benzimidazole-4-carboxylic acid;2-(4-Pyridinyl)-1H-benzoimidazole-4-carboxylic acid;2-(Pyridin-4-yl)-1H-benzo[d]imidazole-4-carboxylicacid;2-(Pyridin-4-yl)-1H-benzo[d]imidazole-7-carboxylic acid;2-(pyridin-4-yl)-3h-benzo[d]imidazole-4-carboxylic acid;2-PYRIDIN-4-YL-3H-BENZOIMIDAZOLE-4-CARBOXYLICACID

Chemical Property of 2-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.55E-14mmHg at 25°C
• Melting Point: 283-286 °C
• Refractive Index: 1.728
• Boiling Point: 575.2°Cat760mmHg
• PKA: -0.17±0.30(Predicted)
• Flash Point: 301.6°C
• PSA: 78.87000
• Density: 1.439g/cm³
• LogP: 2.32310
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 239.069476538
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(Pyridin-4-yl)-1H-benzo[d]imidazole-4-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1)NC(=N2)C3=CC=NC=C3)C(=O)O

Technology Process of 2-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid

There total 11 articles about 2-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid 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: 83.0%

pyridine-4-carbaldehyde (872-85-5) + 2,3-diaminobenzoic acid (603-81-6) → 2-(pyridyl-4-yl)-1H-benzimidazole-4-carboxylic acid (124340-93-8)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 120h;

DOI:10.1016/j.bmc.2011.03.007

Reference yield:

3-nitroanthranilic acid (606-18-8) → 2-(pyridyl-4-yl)-1H-benzimidazole-4-carboxylic acid (124340-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH; hydrazine hydrate; Raney Ni

2: K₃Fe(CN)6 / methanol / Heating

With sodium hydroxide; nickel; hydrazine hydrate; potassium hexacyanoferrate(III); In methanol;

DOI:10.1016/j.bmcl.2004.10.087

Reference yield:

2-Amino-3-nitrobenzoic acid,ethyl ester (61063-11-4) → 2-(pyridyl-4-yl)-1H-benzimidazole-4-carboxylic acid (124340-93-8)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. KOH / Heating

2: H₂, aq. NaOH / Pd/C

3: cupric acetate, AcOH / H₂O; methanol / Heating

With potassium hydroxide; sodium hydroxide; hydrogen; copper diacetate; acetic acid; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00164a054

upstream raw materials:

pyridine-4-carbaldehyde

2,3-diaminobenzoic acid

3-nitroanthranilic acid

2-carbamoyl-3-nitrobenzoic acid

Downstream raw materials:

(L)-2-(pyridin-4-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

Refernces

• 1、 Xue, Fei,Luo, Xianjin,Ye, Chenghao,Ye, Weidong,Wang, Yue. "Inhibitory properties of 2-substituent-1H-benzimidazole-4-carboxamide derivatives against enteroviruses". experimental part. p. 2641 - 2649. Retrieved 2011/06/11.
• 2、 Cheng, Jun,Xie, Jiangtao,Luo, Xianjin. "Synthesis and antiviral activity against Coxsackie virus B3 of some novel benzimidazole derivatives". . p. 267 - 269. Retrieved 2007/10/03.