1H-Benzimidazole-7-carboxylicacid, 2-ethoxy-, methyl ester

Base Information

• Chemical Name: 1H-Benzimidazole-7-carboxylicacid, 2-ethoxy-, methyl ester
• CAS No.: 150058-27-8
• Molecular Formula: C11H12N2O3
• Molecular Weight: 220.228
• Hs Code.: 2933990090
• Mol file: 150058-27-8.mol

Synonyms:1H-Benzimidazole-4-carboxylicacid, 2-ethoxy-, methyl ester (9CI);2-Ethoxy-3H-benzimidazole-4-carboxylicacid methyl ester;Methy1-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate;

Chemical Property of 1H-Benzimidazole-7-carboxylicacid, 2-ethoxy-, methyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.604
• Boiling Point: 373.128 °C at 760 mmHg
• PKA: 8.99±0.30(Predicted)
• Flash Point: 179.462 °C
• PSA: 64.21000
• Density: 1.269 g/cm³
• LogP: 1.74820
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Ethoxy-3H-benzimidazole-4-carboxylic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate in the preparation of labelled Candesartan.

Technology Process of 1H-Benzimidazole-7-carboxylicacid, 2-ethoxy-, methyl ester

There total 9 articles about 1H-Benzimidazole-7-carboxylicacid, 2-ethoxy-, methyl ester 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: 83.1%

orthocarbonic acid tetraethyl ester (78-09-1) + 2,3-diaminobenzoic acid methyl ester (107582-20-7) → 2-ethoxy-1H-benzimidazole-7-carboxylic acid methyl ester (150058-27-8)

Guidance literature:

In acetic acid; at 25 - 35 ℃; for 2 - 3h;

Reference yield: 36.0%

orthocarbonic acid tetraethyl ester (78-09-1) + 2,3-diaminobenzoic acid methyl ester (107582-20-7) → 2-ethoxyl-1H-benzimidazole-4-carboxylic acid methyl ester (150058-27-8)

Guidance literature:

With acetic acid; at 90 - 100 ℃; for 4h;

DOI:10.1021/jm00067a016

Reference yield:

methyl 3-azidoanthranilate → 2-ethoxy-1H-benzimidazole-7-carboxylic acid methyl ester (150058-27-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium chloride; zinc / water; ethanol / 20 h / 20 °C

2: acetic acid / toluene / 2 h / 100 °C

With ammonium chloride; acetic acid; zinc; In ethanol; water; toluene;

upstream raw materials:

orthocarbonic acid tetraethyl ester

2,3-diaminobenzoic acid methyl ester

2-Azidocarbonyl-3-nitro-benzoic acid methyl ester

dimethyl 3-nitrophthalate

Downstream raw materials:

methyl 2-ethoxy-1-({2′-[1-(phenylmethyl)-1H-tetrazol-5-yl][1,1′-biphenyl]-4-yl}methyl)-1H-benzimidazole-7-carboxylate

Azilsartan medoxomil

methyl 2-ethoxy-1-((2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzo[d]-imidazole-7-carboxylate

azilsartan

Refernces

• 1、 -. "A 2 - ethoxy benzimidazole - 7 - carboxylic acid methyl ester". Paragraph 0033; 0069-0072. . Retrieved 2018/05/24.
• 2、 -. "PROCESS FOR PREPARING CANDESARTAN CILEXETIL". Page/Page column 15; 16. . Retrieved 2010/10/19.