2-Furancarbonyl chloride, 5-[3-(trifluoromethyl)phenyl]-

Base Information

• Chemical Name: 2-Furancarbonyl chloride, 5-[3-(trifluoromethyl)phenyl]-
• CAS No.: 61941-90-0
• Molecular Formula: C12H6ClF3O2
• Molecular Weight: 274.627
• DSSTox Substance ID: DTXSID80378178
• Wikidata: Q82167705
• Mol file: 61941-90-0.mol

Synonyms:61941-90-0;2-Furancarbonyl chloride, 5-[3-(trifluoromethyl)phenyl]-;5-[3-(trifluoromethyl)phenyl]furan-2-carbonyl Chloride;5-[3-(Trifluoromethyl)phenyl]-2-furoyl chloride;SCHEMBL3326658;DTXSID80378178;YFCONVZSRNZPOG-UHFFFAOYSA-N;MFCD02812464;AKOS000298505;LS-06166;BB 0245508;5-[3-(Trifluoromethyl)phenyl]-2-furoylchloride;5-(3-Trifluoromethyl-phenyl)-furan-2-carbonyl chloride

Chemical Property of 2-Furancarbonyl chloride, 5-[3-(trifluoromethyl)phenyl]-

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 274.0008416
• Heavy Atom Count: 18
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C2=CC=C(O2)C(=O)Cl

Technology Process of 2-Furancarbonyl chloride, 5-[3-(trifluoromethyl)phenyl]-

There total 5 articles about 2-Furancarbonyl chloride, 5-[3-(trifluoromethyl)phenyl]- 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: 71.0%

5-(3-trifluoromethylphenyl)furan-2-carboxylic acid (54022-99-0) → 5-(3-(trifluoromethyl)phenyl)furan-2-carbonyl chloride (61941-90-0)

Guidance literature:

With thionyl chloride; In benzene; Reflux;

DOI:10.1134/S1070428009040125

Reference yield:

5-bromo-furan-2-carboxylic acid (585-70-6) → 5-(3-(trifluoromethyl)phenyl)furan-2-carbonyl chloride (61941-90-0)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuric acid / 24 h / Inert atmosphere; Reflux

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / Inert atmosphere; Reflux

3: sodium hydroxide / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: thionyl chloride / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sulfuric acid; sodium carbonate; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; water;

DOI:10.1016/j.ejmech.2020.112669

Reference yield:

methyl 5-bromo-2-furoate (2527-99-3) → 5-(3-(trifluoromethyl)phenyl)furan-2-carbonyl chloride (61941-90-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / Inert atmosphere; Reflux

2: sodium hydroxide / water; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: thionyl chloride / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium carbonate; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; water;

DOI:10.1016/j.ejmech.2020.112669

upstream raw materials:

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

5-bromo-furan-2-carboxylic acid

methyl 5-bromo-2-furoate

methyl 5-(3-(trifluoromethyl)phenyl)furan-2-carboxylate

Downstream raw materials:

(1,4-diazabicyclo-[3.2.2]nonan-4-yl)(5-(3-(trifluoromethyl)-phenyl)furan-2-yl)methanone

{5-[5-(3-Trifluoromethyl-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid

{5-[5-(3-Trifluoromethyl-phenyl)-furan-2-yl]-tetrazol-1-yl}-acetic acid ethyl ester

{[1-Chloro-1-[5-(3-trifluoromethyl-phenyl)-furan-2-yl]-meth-(Z)-ylidene]-amino}-acetic acid ethyl ester