(1H-BENZOIMIDAZOL-2-YL)-ACETIC ACID ETHYL ESTER

Base Information

• Chemical Name: (1H-BENZOIMIDAZOL-2-YL)-ACETIC ACID ETHYL ESTER
• CAS No.: 14741-71-0
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Hs Code.: 2933990090
• Mol file: 14741-71-0.mol

Synonyms:2-Benzimidazoleaceticacid, ethyl ester (6CI,7CI,8CI); 2-(Ethoxycarbonylmethyl)benzimidazole; Ethyl 1H-benzimidazole-2-acetate; Ethyl2-(2-benzimidazolyl)acetate; Ethyl 2-benzimidazoleacetate; Ethyl2-benzimidazolylacetate; NSC 207854

Chemical Property of (1H-BENZOIMIDAZOL-2-YL)-ACETIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128.5-129.5 °C
• Boiling Point: 408.3°Cat760mmHg
• PKA: 11.47±0.10(Predicted)
• Flash Point: 200.7°C
• PSA: 54.98000
• Density: 1.242g/cm³
• LogP: 1.66850
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

Ethyl2-(1H-Benzo[d]imidazol-2-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1H-BENZOIMIDAZOL-2-YL)-ACETIC ACID ETHYL ESTER

There total 13 articles about (1H-BENZOIMIDAZOL-2-YL)-ACETIC ACID ETHYL 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: 95.0%

(1-benzyl-1H-benzoimidazol-2-yl)-acetic acid ethyl ester (7711-28-6) → ethyl (1H-benzimidazol-2-yl)acetate (14741-71-0)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; under 3040.2 Torr;

Reference yield: 87.0%

ethyl 3-ethoxy-3-iminopropanoate hydrochloride (2318-25-4,165895-16-9) + 1,2-diamino-benzene (95-54-5) → ethyl (1H-benzimidazol-2-yl)acetate (14741-71-0)

Guidance literature:

In ethanol; at 70 ℃; for 16h;

DOI:10.1021/acs.jmedchem.6b00460

Reference yield: 85.0%

1,2-diamino-benzene (95-54-5) + diethyl malonate (105-53-3) → ethyl (1H-benzimidazol-2-yl)acetate (14741-71-0)

Guidance literature:

at 120 ℃; for 1h;

DOI:10.4314/bcse.v32i3.13

upstream raw materials:

1H-benzimidazol-2-acetonitrile

ethanol

Diethyl carbonate

ethyl 3-ethoxy-3-iminopropanoate hydrochloride

Downstream raw materials:

2-(1H-benzo[d]imidazol-2-yl)acetohydrazide

2-(1H-benzoimidazol-2-yl)-acetamide

2-(1H-benzoimidazol-2-yl)-3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-acrylic acid ethyl ester

1-amino-2-cyano-3-phenyl-1,2-dihydro-benzo[4,5]imidazo[1,2-a]pyridine-4-carboxylic acid ethyl ester

Refernces

• 1、 Innes, Dylan,Perkins, Michael V.,Liepa, Andris J.,Francis, Craig L.. "N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XIV.Synthesis and Reactivity of the New Benzo[4,5]imidazo[1,2-b][1,2,6]thiadiazine Ring System". . p. 58 - 69. Retrieved 2018.
• 2、 Mohareb, Rafat M.,Gamaan, Marwa S.. "The uses of ethyl 2-(1H-benzo[D]imidazol-2-yl)acetate to synthesis pyrazole, thiophene, pyridine and coumarin derivatives with antitumor activities". . p. 541 - 557. Retrieved 2018/12/13.