5-(3-Chlorophenyl)furan-2-carboxylic acid

Base Information

• Chemical Name: 5-(3-Chlorophenyl)furan-2-carboxylic acid
• CAS No.: 41019-44-7
• Molecular Formula: C11H7ClO3
• Molecular Weight: 222.628
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID40352979
• Nikkaji Number: J2.111.077I
• Wikidata: Q82130425
• ChEMBL ID: CHEMBL197273
• Mol file: 41019-44-7.mol

Synonyms:5-(3-chlorophenyl)furan-2-carboxylic acid;41019-44-7;5-(3-chlorophenyl)-2-furoic acid;5-(3-Chloro-phenyl)-furan-2-carboxylic acid;CHEMBL197273;2-Furancarboxylic acid, 5-(3-chlorophenyl)-;5-(3-Chlorophenyl)-2-carboxylic acid;5-(3-chlorophenyl)-2-furancarboxylic acid;MLS000123355;SCHEMBL3061978;DTXSID40352979;HMS1684M08;HMS2457A17;AMY20959;BDBM50175434;MFCD02067340;STK034560;AKOS000289091;PS-5896;SB61345;SMR000123964;5-(3-chloro-phenyl)furan-2-carboxylic acid;BB 0222389;CS-0255039;FT-0639686;EN300-141551;A825396;SR-01000362760;SR-01000362760-1

Chemical Property of 5-(3-Chlorophenyl)furan-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.55E-07mmHg at 25°C
• Refractive Index: 1.594
• Boiling Point: 398.6 °C at 760 mmHg
• Flash Point: 194.9 °C
• PSA: 50.44000
• Density: 1.374 g/cm³
• LogP: 3.29820
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.0083718
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

5-(3-Chlorophenyl)-2-furoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C2=CC=C(O2)C(=O)O
• Uses: 5-(3-Chlorophenyl)-2-furoic acid is a reactant in the preparation of dantrolene (D185000) which has a potential to treat vascular dysfunction.

Technology Process of 5-(3-Chlorophenyl)furan-2-carboxylic acid

There total 11 articles about 5-(3-Chlorophenyl)furan-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: 97.0%

5-(3-chlorophenyl)-2-furancarboxaldehyde (22078-59-7) → 5-(3-chlorophenyl) furan-2-carboxylic acid (41019-44-7)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 11h;

DOI:10.1016/j.bmc.2012.08.062

Reference yield: 94.0%

5-(3-chlorophenyl)furan-2-carboxylic acid methyl ester (41019-39-0) → 5-(3-chlorophenyl) furan-2-carboxylic acid (41019-44-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112669

Reference yield: 69.0%

furfural (98-01-1) + 2-furanoic acid (88-14-2) + 3-chloro-aniline (108-42-9) → 5-(3-chlorophenyl) furan-2-carboxylic acid (41019-44-7)

Guidance literature:

2-furanoic acid; 3-chloro-aniline; With hydrogenchloride; sodium nitrite; In water; at 5 ℃; for 0.333333h;

furfural; With potassium hexacyanoferrate(III); In water; acetone; at 20 ℃; for 2.5h;

DOI:10.1007/s10562-021-03799-y

upstream raw materials:

5-(3-chlorophenyl)furan-2-carboxylic acid methyl ester

methyl 5-bromo-2-furoate

3-chlorophenylboronic acid

2-furanoic acid

Downstream raw materials:

N-5-(3'-chlorophenyl)-2-furoyl-1H-1,2,4-triazole

N-5-(3'-chlorophenyl)-2-furoyl-1H-pyrazole

N-[3-(3-aminobenzyl)-2,4-dioxoimidazolidin-1-yl]-5-(3-chlorophenyl)-2-furamide hydrochloride

5-(3-chlorophenyl)-N-(2,4-dioxo-3-methylimidazolidin-1-yl)-2-furamide

Refernces

• 1、 Zhou, Tao-Shun,He, Lu-Lu,He, Jing,Yang, Zhi-Kun,Zhou, Zhen-Yi,Du, Ao-Qi,Yu, Jin-Biao,Li, Ya-Sheng,Wang, Si-Jia,Wei, Bin,Cui, Zi-Ning,Wang, Hong. "Discovery of a series of 5-phenyl-2-furan derivatives containing 1,3-thiazole moiety as potent Escherichia coli β-glucuronidase inhibitors". . . Retrieved 2021/09/13.
• 2、 -. "2-furoylamide compound and preparation and application thereof". Paragraph 0036; 0038-0040; 0049. . Retrieved 2020/08/22.