6-Bromobenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 6-Bromobenzofuran-2-carboxylic acid
• CAS No.: 439107-94-5
• Molecular Formula: C9H5BrO3
• Molecular Weight: 241.041
• Hs Code.: 2932999099
• European Community (EC) Number: 830-951-4
• DSSTox Substance ID: DTXSID70363053
• Wikidata: Q72451641
• Mol file: 439107-94-5.mol

Synonyms:6-Bromobenzofuran-2-carboxylic acid;439107-94-5;6-bromo-1-benzofuran-2-carboxylic acid;2-BENZOFURANCARBOXYLIC ACID, 6-BROMO-;6-BROMO-2-BENZOFURANCARBOXYLIC ACID;2-Benzofurancarboxylic acid,6-bromo-;MFCD03012913;Bionet2_001246;6-Bromobenzofuran-2-carboxylicacid;SCHEMBL2197426;DTXSID70363053;HMS1367I14;AKOS016007146;DP-0001;MB02552;AC-27183;CS-0005588;FT-0763471;EN300-117911;A872620

Chemical Property of 6-Bromobenzofuran-2-carboxylic acid

Chemical Property:

• Boiling Point: 370.9 °C at 760 mmHg
• Flash Point: 178.1 °C
• PSA: 50.44000
• Density: 1.784 g/cm³
• LogP: 2.89350
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.94221
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

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

6-Bromobenzofuran-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)OC(=C2)C(=O)O

Technology Process of 6-Bromobenzofuran-2-carboxylic acid

There total 2 articles about 6-Bromobenzofuran-2-carboxylic acid 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: 40.0%

4-bromosalicylaldehyde (22532-62-3) + methyl chloroacetate (96-34-4) → 6-bromo-1-benzofuran-2-carboxylic acid (439107-94-5)

Guidance literature:

4-bromosalicylaldehyde; methyl chloroacetate; With tetra-(n-butyl)ammonium iodide; potassium carbonate; at 130 ℃; for 4h;

With potassium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

Reference yield:

4-bromosalicylaldehyde (22532-62-3) → 6-bromo-1-benzofuran-2-carboxylic acid (439107-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 130 °C

2: sodium hydroxide / methanol / 20 °C

With potassium carbonate; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

Reference yield: 82.0%

6-bromo-1-benzofuran-2-carboxylic acid (439107-94-5) + methyl 4,4-difluoro-1-aminocyclohexanecarboxylate (885498-55-5) → methyl 1-(6-bromobenzofuran-2-carboxamido)-4,4-difluorocyclohexanecarboxylate

Guidance literature:

With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 ℃; for 2h; Inert atmosphere;

upstream raw materials:

4-bromosalicylaldehyde

methyl chloroacetate

Refernces

• 1、 -. "RHO-ASSOCIATED PROTEIN KINASE INHIBITOR, PHARMACEUTICAL COMPOSITION COMPRISING THE SAME, AS WELL AS PREPARATION METHOD AND USE THEREOF". . . Retrieved 2019/01/11.
• 2、 -. "1,3-disubstituted ketene compound and application thereof". . . Retrieved 2018/11/03.