6-bromo-1H-benzoimidazole-4-carboxylic Acid

Base Information

• Chemical Name: 6-bromo-1H-benzoimidazole-4-carboxylic Acid
• CAS No.: 255064-08-5
• Molecular Formula: C8H5BrN2O2
• Molecular Weight: 241.044
• Hs Code.: 2933290090
• European Community (EC) Number: 827-358-8
• DSSTox Substance ID: DTXSID90363959
• Wikidata: Q82147718
• Mol file: 255064-08-5.mol

Synonyms:255064-08-5;6-bromo-1H-benzoimidazole-4-carboxylic Acid;6-BROMO-1H-BENZO[D]IMIDAZOLE-4-CARBOXYLIC ACID;6-bromo-1H-benzimidazole-4-carboxylic acid;6-bromo-1H-1,3-benzodiazole-4-carboxylic acid;1H-Benzimidazole-4-carboxylic acid, 6-bromo-;SCHEMBL2424869;DTXSID90363959;MFCD06411035;AKOS015898430;CS-W009164;FS-3043;6-Bromo-1H-benzoimidazole-4-carboxylicacid;AM20050249;FT-0651140;EN300-136884;5-Bromo-1H-benzo[d]imidazole-7-carboxylic acid;J-518296;Z1269162150

Chemical Property of 6-bromo-1H-benzoimidazole-4-carboxylic Acid

Chemical Property:

• Vapor Pressure: 4.08E-14mmHg at 25°C
• Refractive Index: 1.765
• Boiling Point: 576.2 °C at 760 mmHg
• PKA: -0.23±0.10(Predicted)
• Flash Point: 302.3 °C
• PSA: 65.98000
• Density: 1.946 g/cm³
• LogP: 2.02360
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.95344
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

98% or more ^*data from raw suppliers

6-Bromo-1h-benzoimidazole-4-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C2C(=C1C(=O)O)N=CN2)Br

Technology Process of 6-bromo-1H-benzoimidazole-4-carboxylic Acid

There total 3 articles about 6-bromo-1H-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:

5-bromo-3-methylbenzene-1,2-diamine (76153-06-5) → 6-bromo-1H-benzo[d]imidazole-4-carboxylic acid (255064-08-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / 5 h / 100 °C

2: KMnO₄; 0.5 N NaOH / 5 h / 100 °C

With sodium hydroxide; potassium permanganate; In water; 1: Condensation / 2: Oxidation;

DOI:10.1021/jm991076c

Reference yield:

formic acid (64-18-6) + 2,3-diamino-5-bromobenzoic acid ethyl ester → 6-bromo-1H-benzo[d]imidazole-4-carboxylic acid (255064-08-5)

Guidance literature:

With hydrogenchloride; In water; Reflux;

Reference yield:

6-bromo-4-methyl-1H-benzo[d]imidazole (255064-10-9) → 6-bromo-1H-benzo[d]imidazole-4-carboxylic acid (255064-08-5)

Guidance literature:

With sodium hydroxide; potassium permanganate; at 100 ℃; for 5h;

DOI:10.1021/jm991076c

upstream raw materials:

6-bromo-4-methyl-1H-benzo[d]imidazole

5-bromo-3-methylbenzene-1,2-diamine

formic acid

Refernces

• 1、 López-Rodríguez, María L.,Benhamú, Bellinda,Morcillo, M. José,Tejada, Ignacio D.,Orensanz, Luis,Alfaro, M. José,Martín, M. Isabel. "Benzimidazole derivatives. 2. Synthesis and structure-activity relationships of new azabicyclic benzimidazole-4-carboxylic acid derivatives with affinity for serotoninergic 5-HT3 receptors". . p. 5020 - 5028. Retrieved 2007/10/03.