Ethyl 5-bromobenzofuran-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-bromobenzofuran-2-carboxylate
• CAS No.: 84102-69-2
• Molecular Formula: C11H9BrO3
• Molecular Weight: 269.095
• Hs Code.: 2932999099
• European Community (EC) Number: 640-889-8
• DSSTox Substance ID: DTXSID30352746
• Wikidata: Q72473106
• Mol file: 84102-69-2.mol

Synonyms:Ethyl 5-bromobenzofuran-2-carboxylate;84102-69-2;ethyl 5-bromo-1-benzofuran-2-carboxylate;Ethyl(5-bromobenzofuran)-2-carboxylate;ethyl (5-bromobenzofuran)-2-carboxylate;5-Bromo-benzofuran-2-carboxylic acid ethyl ester;SCHEMBL2084419;DTXSID30352746;XLJWAHXKBCDQNP-UHFFFAOYSA-N;MFCD02667598;STL477789;Ethyl 5-bromo-2-benzofurancarboxylate;AKOS002251253;Ethyl 5-bromo-benzofuran-2-carboxylate;Ethyl 5-bromobenzo[b]furan-2-carboxylate;CS-0129915;FT-0641941;2Y-0815;A840717;J-521116;F3099-5815

Chemical Property of Ethyl 5-bromobenzofuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.000191mmHg at 25°C
• Melting Point: 60-62 °C
• Refractive Index: 1.599
• Boiling Point: 328.3 °C at 760 mmHg
• Flash Point: 152.4 °C
• PSA: 39.44000
• Density: 1.52 g/cm³
• LogP: 3.37200
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 267.97351
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

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

Ethyl 5-bromobenzofuran-2-carboxylate ^*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)Br
• Uses: Ethyl 5-bromobenzofuran-2-carboxylate

Technology Process of Ethyl 5-bromobenzofuran-2-carboxylate

There total 11 articles about Ethyl 5-bromobenzofuran-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: 98.0%

2-formyl-4-bromophenoxyacetic acid ethyl ester (51336-47-1) → 5-bromo-benzofuran-2-carboxylic acid ethyl ester (84102-69-2)

Guidance literature:

With P(MeNCH₂CH₂)3N; In ethanol; at 70 ℃; for 3h;

DOI:10.1055/s-2001-13377

Reference yield: 93.0%

5-bromobenzo[b]furan-2-carboxylic acid (10242-11-2) → 5-bromo-benzofuran-2-carboxylic acid ethyl ester (84102-69-2)

Guidance literature:

With sulfuric acid; In ethanol;

Reference yield: 84.0%

acetylene dibromide (624-61-3) + C9H9BrO3 → 5-bromo-benzofuran-2-carboxylic acid ethyl ester (84102-69-2)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -40 ℃; for 10h;

upstream raw materials:

2-formyl-4-bromophenoxyacetic acid ethyl ester

Diethyl 2-bromomalonate

5-bromosalicyclaldehyde

salicylaldehyde

Downstream raw materials:

5-[2-(1-Trityl-1H-tetrazol-5-yl)-phenyl]-benzofuran-2-carboxylic acid ethyl ester

5-bromo-2-(hydroxymethyl)-1-benzofuran

ethyl 5-(4-chlorophenyl)benzofuran-2-carboxylate

5-[2-(3-Bromo-2-bromomethyl-benzofuran-5-yl)-phenyl]-1H-tetrazole

Refernces

• 1、 Shaldam, Moataz,Eldehna, Wagdy M.,Nocentini, Alessio,Elsayed, Zainab M.,Ibrahim, Tamer M.,Salem, Rofaida,El-Domany, Ramadan A.,Capasso, Clemente,Abdel-Aziz, Hatem A.,Supuran, Claudiu T.. "Development of novel benzofuran-based SLC-0111 analogs as selective cancer-associated carbonic anhydrase isoform IX inhibitors". . . Retrieved 2021/03/04.
• 2、 Abdel-Aziz, Hatem A.,Al-Sanea, Mohammad M.,Al-Warhi, Tarfah,Aljaeed, Nada,Alotaibi, Ohoud J.,Eldehna, Wagdy M.,Elsayed, Zainab M.,Nocentini, Alessio,Supuran, Claudiu T.. "Benzofuran-Based Carboxylic Acids as Carbonic Anhydrase Inhibitors and Antiproliferative Agents against Breast Cancer". . p. 1022 - 1027. Retrieved 2020/06/27.