Methyl 1H-benzimidazole-5-carboxylate

Base Information

• Chemical Name: Methyl 1H-benzimidazole-5-carboxylate
• CAS No.: 26663-77-4
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• European Community (EC) Number: 849-255-7
• DSSTox Substance ID: DTXSID80381526
• Nikkaji Number: J582.740J
• Wikidata: Q72487796
• Mol file: 26663-77-4.mol

Synonyms:26663-77-4;METHYL BENZIMIDAZOLE-5-CARBOXYLATE;Methyl 1H-benzimidazole-5-carboxylate;METHYL 1H-BENZO[D]IMIDAZOLE-5-CARBOXYLATE;methyl 3H-benzimidazole-5-carboxylate;1H-Benzimidazole-5-carboxylic acid methyl ester;methyl 1H-1,3-benzodiazole-5-carboxylate;methyl 1H-benzo[d]imidazole-6-carboxylate;1H-Benzimidazole-5-carboxylic acid, methyl ester;MFCD03407310;Benzimidazole-5-carboxylic Acid Methyl Ester;1H-Benzimidazole-5-carboxylicacidmethylester;Maybridge4_002683;1H-benzoimidazole-5-carboxylic acid methyl ester;5-Methoxycarbonylbenzimidazole;SCHEMBL1379298;Methyl 5-benzimidazolecarboxylate;DTXSID80381526;WJHHIVYNOVTVGY-UHFFFAOYSA-N;6-methoxycarbonyl-1H-benzimidazole;HMS1528J21;AMY10157;BBL029958;CCG-52373;CL3438;STL259908;AKOS000268403;AKOS005264514;Methyl 1H-benzimidazole-6-carboxylate;AC-7533;CS-W022885;FS-2646;SDCCGMLS-0066161.P001;IDI1_032561;SY007514;methyl 3h-benzo[d]imidazole-5-carboxylate;5-benzimidazolecarboxylic acid, methyl ester;A5257;BB 0323480;FT-0628362;M2582;EN300-69243;SR-01000641614-1;W-202134;BRD-K60861711-001-01-5;Z336080270

Chemical Property of Methyl 1H-benzimidazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 3.9E-07mmHg at 25°C
• Melting Point: 139 °C
• Refractive Index: 1.648
• Boiling Point: 416.181 °C at 760 mmHg
• PKA: 11.67±0.10(Predicted)
• Flash Point: 205.499 °C
• PSA: 54.98000
• Density: 1.325 g/cm³
• LogP: 1.34950
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

1H-Benzimidazole-5-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)N=CN2
• Uses: Methyl Benzimidazole-5-carboxylate can be used as an intermediate used for the synthesis of a number of bioisosteric benzimidazoles as inhibitors of human cytosolic phospholipase A2α.

Technology Process of Methyl 1H-benzimidazole-5-carboxylate

There total 18 articles about Methyl 1H-benzimidazole-5-carboxylate 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: 97.0%

methanol (67-56-1) + 1H-benzimidazole-6-carboxylic acid (15788-16-6) → methyl 1H-benzo[d]imidazole-6-carboxylate (26663-77-4)

Guidance literature:

With thionyl chloride; at 50 ℃;

DOI:10.1002/chem.200901270

Reference yield: 96.0%

N-formylbenzamide (4252-31-7) + Methyl 3,4-diaminobenzoate (36692-49-6) → methyl 1H-benzo[d]imidazole-6-carboxylate (26663-77-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In tetrahydrofuran; at 50 ℃; for 10h; Inert atmosphere; Green chemistry;

DOI:10.1039/d0ob01080d

Reference yield: 95.0%

formic acid (64-18-6) + 3,4-dinitrobenzoic acid methyl ester (22907-68-2) → methyl 1H-benzo[d]imidazole-5-carboxylate (26663-77-4)

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:

methanol

1H-benzimidazole-6-carboxylic acid

Methyl 3,4-diaminobenzoate

trimethyl orthoformate

Downstream raw materials:

methyl 1-(4-fluorophenyl)-1H-benzo[d]imidazole-6-carboxylate

1-Trityl-1H-Benzimidazole-5-carboxylic acid methyl ester

1-benzyl-1H-benzimidazole-5-carboxylic acid methyl ester