Ethyl 5-aminobenzofuran-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-aminobenzofuran-2-carboxylate
• CAS No.: 174775-48-5
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.213
• Hs Code.: 2932999099
• European Community (EC) Number: 808-229-5
• UNII: QNA7K2K6RX
• DSSTox Substance ID: DTXSID60431558
• Nikkaji Number: J3.482.617J
• Wikidata: Q72472254
• Mol file: 174775-48-5.mol

Synonyms:174775-48-5;Ethyl 5-aminobenzofuran-2-carboxylate;Ethyl 5-Amino-1-benzofuran-2-carboxylate;2-BENZOFURANCARBOXYLIC ACID, 5-AMINO-, ETHYL ESTER;Ethyl 5-aminobenzo[b]furan-2-carboxylate;QNA7K2K6RX;5-aminobenzofuran-2-carboxylic acid ethyl ester;ethyl-5-amino-1-benzofuran-2-carboxylate;UNII-QNA7K2K6RX;SCHEMBL2255398;DTXSID60431558;YFFLLDHEEWSHQG-UHFFFAOYSA-N;BCP12350;CS-M1412;MFCD08275091;ethyl 5-amino-2-benzofurancarboxylate;AKOS005072009;AM84613;CB-0818;PB17511;AC-25876;ETHYL5-AMINOBENZOFURAN-2-CARBOXYLATE;E1138;FT-0680785;EN300-211182;P10580;J-521106;5-AMINO-BENZOFURAN-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of Ethyl 5-aminobenzofuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 54-56 °C
• Refractive Index: 1.617
• Boiling Point: 348.067 °C at 760 mmHg
• PKA: 3.32±0.10(Predicted)
• Flash Point: 164.306 °C
• PSA: 65.46000
• Density: 1.259 g/cm³
• LogP: 2.77290
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 5-Aminobenzofuran-2-carboxylate >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(O1)C=CC(=C2)N
• Uses: Ethyl 5-aminobenzofuran-2-carboxylate is used as an synthetic intermediate in the preparation of indolebutylpiperazines, a class of dual 5-HT1A receptor agonists and serotonin reuptake inhibitors. Ethyl 5-amino-1-benzofuran-2-carboxylate was also used as a potential radiolabelled analog for melanoma imaging and targeted radiotherapy. Ethyl 5-amino-1-benzofuran-2-carboxylate is used as an synthetic intermediate in the preparation of indolebutylpiperazines, a class of dual 5-HT1A receptor agonists and serotonin reuptake inhibitors. Ethyl 5-amino-1-benzofuran-2-carboxylate was also used as a potential radiolabelled analog for melanoma imaging and targeted radiotherapy.

Technology Process of Ethyl 5-aminobenzofuran-2-carboxylate

There total 9 articles about Ethyl 5-aminobenzofuran-2-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%

ethyl 5-nitrobenzo[d]furan-2-carboxylate (69604-00-8) → ethyl 5-amino-1-benzofuran-2-carboxylate (174775-48-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 33 - 38 ℃; under 3000.3 - 3750.38 Torr;

Reference yield: 91.0%

salicylaldehyde (90-02-8) → ethyl 5-amino-1-benzofuran-2-carboxylate (174775-48-5)

Guidance literature:

With hydrogen; In ethanol; at 20 ℃; for 6h;

DOI:10.1016/j.bmc.2014.06.041

Reference yield: 50.0%

→ ethyl 5-amino-1-benzofuran-2-carboxylate (174775-48-5)

Guidance literature:

upstream raw materials:

ethyl 5-nitrobenzo[d]furan-2-carboxylate

5-Nitrosalicylaldehyde

salicylaldehyde

6-nitrocoumarin

Downstream raw materials:

5-(piperazin-1-yl)benzofuran-2-carboxylic acid ethyl ester

Refernces

• 1、 -. "[...] intermediate synthetic method (by machine translation)". Paragraph 0041; 0042; 0043. . Retrieved 2018/04/01.
• 2、 -. "PROCESS FOR THE PREPARATION OF VILAZODONE HYDROCHLORIDE AND ITS AMORPHOUS FORM". Paragraph 0125. . Retrieved 2015/03/31.