7-Chlorobenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 7-Chlorobenzofuran-2-carboxylic acid
• CAS No.: 63558-84-9
• Molecular Formula: C9H5ClO3
• Molecular Weight: 196.58700
• Hs Code.: 2932999099
• European Community (EC) Number: 864-218-5
• Mol file: 63558-84-9.mol

Synonyms:7-Chlorobenzofuran-2-carboxylic acid;63558-84-9;7-chloro-1-benzofuran-2-carboxylic acid;7-chloro-2-benzofurancarboxylic acid;SCHEMBL6237938;7-Chlorobenzofuran-2-carboxylicacid;STL220587;AKOS005136757;DB-415359;CS-0230324;EN300-103274;F83128;A868108;F8889-7017;Z406682018

Chemical Property of 7-Chlorobenzofuran-2-carboxylic acid

Chemical Property:

• PSA: 50.44000
• LogP: 2.78440
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 195.9927217
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

97% ^*data from raw suppliers

7-Chlorobenzofuran-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(=C1)Cl)OC(=C2)C(=O)O
• Uses: 7-Chlorobenzofuran-2-carboxylic acid is used as a reactant in the preparation of (pyridopyrimidinylalkyl)benzofuropyridines with α1-antagonistic and antidepressant activities.

Technology Process of 7-Chlorobenzofuran-2-carboxylic acid

There total 4 articles about 7-Chlorobenzofuran-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: 46.0%

ethyl 7-chlorobenzofuran-2-carboxylate (260273-62-9) → 7-chlorobenzofuran-2-carboxylic acid (63558-84-9)

Guidance literature:

ethyl 7-chlorobenzofuran-2-carboxylate; With lithium hydroxide monohydrate; water; In methanol; at 25 ℃; for 2h;

With hydrogenchloride; In water; pH=3;

Reference yield:

3-chlorosalicylaldehyde (1927-94-2) → 7-chlorobenzofuran-2-carboxylic acid (63558-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide

2: NaOH / 20 °C

With sodium hydroxide; potassium carbonate; In N,N-dimethyl-formamide; 1: Cyclocondensation / 2: Hydrolysis;

DOI:10.1016/S0960-894X(99)00591-0

Reference yield:

2-fluoro-3-chlorobenzaldehyde (85070-48-0) → 7-chlorobenzofuran-2-carboxylic acid (63558-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 4.5 h / 25 °C

2.1: lithium hydroxide monohydrate; water / methanol / 2 h / 25 °C

2.2: pH 3

With lithium hydroxide monohydrate; water; sodium hydride; In tetrahydrofuran; methanol;

upstream raw materials:

3-chlorosalicylaldehyde

Diethyl 2-bromomalonate

ethyl 7-chlorobenzofuran-2-carboxylate

2-fluoro-3-chlorobenzaldehyde

Downstream raw materials:

7-chloro benzo[b]furan

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