1H-Benzimidazole-5-carboxylic acid

Base Information

• Chemical Name: 1H-Benzimidazole-5-carboxylic acid
• CAS No.: 15788-16-6
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29339900
• European Community (EC) Number: 605-112-9
• DSSTox Substance ID: DTXSID70332648
• Nikkaji Number: J266.784C
• Wikidata: Q72445234
• ChEMBL ID: CHEMBL1774061
• Mol file: 15788-16-6.mol

Synonyms:5-benzimidazole carboxylic acid;5-benzimidazolecarboxylic acid

Chemical Property of 1H-Benzimidazole-5-carboxylic acid

Chemical Property:

• Appearance/Colour: green-grey to grey-brown powder
• Vapor Pressure: 1.34E-12mmHg at 25°C
• Melting Point: > 300 deg C
• Refractive Index: 1.743
• Boiling Point: 542.5 °C at 760 mmHg
• PKA: 3.10±0.30(Predicted)
• Flash Point: 281.9 °C
• PSA: 65.98000
• Density: 1.506 g/cm³
• LogP: 1.26110
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Benzimidazolecarboxylic Acid >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)NC=N2
• Uses: A benzimidazole derivative that exhibits corrosion inhibiting properties against strong acids. 5-Benzimidazolecarboxylic acid has been used in the preparation of:1H-benzoimidazole-5-carboxylic acid benzotriazol-1-yl esterpiperidin-1-yl(1-m-tolyl-1H-benzo[d]imidazol-5-yl)methanone

Technology Process of 1H-Benzimidazole-5-carboxylic acid

There total 13 articles about 1H-Benzimidazole-5-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: 99.06%

formic acid (64-18-6) + 3,4-diaminobenzoic acid (619-05-6) → 1H-benzimidazole-6-carboxylic acid (15788-16-6)

Guidance literature:

for 4h; Reflux;

Reference yield: 96.1%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3,4-diaminobenzoic acid (619-05-6) → 1H-benzimidazole-6-carboxylic acid (15788-16-6)

Guidance literature:

With carbon dioxide; In water; at 150 ℃; for 5h; under 37503.8 Torr;

DOI:10.1021/acs.oprd.6b00244

Reference yield: 93.0%

formic acid (64-18-6) + 3,4-dinitrobenzoic acid (528-45-0) → 5-benzimidazolecarboxylic acid (15788-16-6)

Guidance literature:

With gold nano particles supported on rutile TiO₂; In toluene; at 70 ℃; for 6h; under 750.075 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1002/cssc.201500869

upstream raw materials:

5-methylbenzimidazole

4-formylamino-3-nitro-benzoic acid

formic acid

3,4-diaminobenzoic acid

Downstream raw materials:

C₁₈H₁₆FN₃O₃

ethyl benzimidazole-6-carboxylate

phenylmethyl (2S)-2-(benzimidazol-5-ylcarbonylamino)-3-phenylpropanoate

benzyl (2S)-2-(benzimidazol-5-ylcarbonylamino)-3-(O-acetyl-p-hydroxyphenyl)propanoate

Refernces

• 1、 Alinezhad, Heshmatollah,Salehian, Fatemeh,Biparva, Pourya. "Synthesis of benzimidazole derivatives using heterogeneous ZnO nanoparticles". . p. 102 - 108. Retrieved 2012.
• 2、 -. "Preparation method and application of multi-target inhibitor acting on QC and GSK-3beta". Paragraph 0058; 0063; 0067; 0072; 0076; 0081. . Retrieved 2020/04/17.