ethyl 1H-BENZIMIDAZOLE-5-CARBOXYLATE

Base Information

• Chemical Name: ethyl 1H-BENZIMIDAZOLE-5-CARBOXYLATE
• CAS No.: 58842-61-8
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.20
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40542494
• Wikidata: Q72445237
• Mol file: 58842-61-8.mol

Synonyms:58842-61-8;ethyl 1H-BENZIMIDAZOLE-5-CARBOXYLATE;ethyl benzimidazole-5-carboxylate;ethyl 3H-benzimidazole-5-carboxylate;ethyl 1H-benzo[d]imidazole-5-carboxylate;ethyl 1H-1,3-benzodiazole-5-carboxylate;DMT-N-IB-DG;1H-Benzimidazole-5-carboxylic acid ethyl ester;1H-Benzimidazole-6-carboxylic acid ethyl ester;5-ethoxycarbonylbenzimidazole;SCHEMBL1965008;ethyl-benzimidazole-5-carboxylate;DTXSID40542494;Ethyl-5-benzimidazole carboxylate;HUOIDCCHUGUZQS-UHFFFAOYSA-N;Ethyl 1H-benzimidazole-6-carboxylate;MFCD09027455;AKOS012534267;benzimidazole-5-carboxylic ethyl ester;ethyl1H-benzo[d]imidazole-5-carboxylate;BS-29170;ethyl 3H-benzo[d]imidazole-5-carboxylate;EN300-238259;1H-benzo[d]imidazole-6-carboxylic acid ethyl ester;F9995-0112

Chemical Property of ethyl 1H-BENZIMIDAZOLE-5-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.628
• Boiling Point: 417.554 °C at 760 mmHg
• Flash Point: 206.33 °C
• PSA: 54.98000
• Density: 1.272 g/cm³
• LogP: 1.73960
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

Ethylbenzimidazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C1)N=CN2

Technology Process of ethyl 1H-BENZIMIDAZOLE-5-CARBOXYLATE

There total 11 articles about ethyl 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: 100.0%

→ benzimidazole-5-carboxylic acid ethyl ester (58842-61-8)

Guidance literature:

Reference yield: 93.0%

carbon dioxide (124-38-9,18923-20-1) + ethyl 3,4-diaminobenzoate (37466-90-3) → benzimidazole-5-carboxylic acid ethyl ester (58842-61-8)

Guidance literature:

With bis[1,2-bis(diphenylphosphine)ethane]ruthenium dichloride; hydrogen; at 120 ℃; for 40h; under 112511 Torr; Green chemistry;

DOI:10.1039/c2gc36517k

Reference yield: 91.0%

ethanol (64-17-5) + 1H-benzimidazole-6-carboxylic acid (15788-16-6) → ethyl benzimidazole-6-carboxylate (58842-61-8)

Guidance literature:

With sulfuric acid; at 60 ℃; Reflux;

DOI:10.1002/anie.201701605

upstream raw materials:

ethanol

5-benzimidazolecarboxylic acid

5-methylbenzimidazole

1H-benzimidazole-6-carboxylic acid

Downstream raw materials:

5-(hydroxymethyl)-benzimidazole

3H-benzo[d]imidazole-5-carbohydrazide

N'-[(2-hydroxy-3,5-di-tert-butyl)phenylmethylene]-1H-benzo[d]imidazole-6-formhydrazide

N'-[(2-hydroxy-3,5-di-tert-butyl)phenylmethylene]-1H-benzo[d]imidazole-6-formhydrazide hydrochloride

Refernces

• 1、 Sun, Wanwan,Chen, Xiaobei,Hu, Ying,Geng, Huihui,Jiang, Yuanrui,Zhou, Yuxin,Zhu, Wenjing,Hu, Min,Hu, Haohua,Wang, Xingyi,Wang, Xinli,Zhang, Shilei,Hu, Yanwei. "A NaH-promoted N-detosylation reaction of diverse p-toluenesulfonamides". supporting information. . Retrieved 2020/10/05.
• 2、 Tran, Ga?l,Confair, Danielle,Hesp, Kevin D.,Mascitti, Vincent,Ellman, Jonathan A.. "C2-Selective Branched Alkylation of Benzimidazoles by Rhodium(I)-Catalyzed C-H Activation". . p. 9243 - 9252. Retrieved 2017/09/11.