Fluindione

Base Information

• Chemical Name: Fluindione
• CAS No.: 957-56-2
• Molecular Formula: C15H9 F O2
• Molecular Weight: 240.234
• Hs Code.: 2914700090
• European Community (EC) Number: 213-484-5
• UNII: EQ35YMS20Q
• DSSTox Substance ID: DTXSID1046211
• Nikkaji Number: J7.190K
• Wikipedia: Fluindione
• Wikidata: Q3074488
• NCI Thesaurus Code: C65714
• Metabolomics Workbench ID: 144616
• ChEMBL ID: CHEMBL24924
• Mol file: 957-56-2.mol

Synonyms:2-(4-fluorophenyl)-1,3-indanedione;fluindione;Previscan

Chemical Property of Fluindione

Chemical Property:

• Vapor Pressure: 8.24E-07mmHg at 25°C
• Melting Point: 120°
• Boiling Point: 406.3°Cat760mmHg
• Flash Point: 154.5°C
• PSA: 34.14000
• Density: 1.335g/cm³
• LogP: 2.98850
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 240.05865769
• Heavy Atom Count: 18
• Complexity: 334

Purity/Quality:

99%, ^*data from raw suppliers

Fluindione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(C2=O)C3=CC=C(C=C3)F
• Recent ClinicalTrials: Vascular CalcIfiCation and sTiffness Induced by ORal antIcoAgulation
• Recent EU Clinical Trials: A Prospective, Randomized, Open-Label, Blinded Endpoint Evaluation (PROBE) Parallel Group Study Comparing Edoxaban vs. VKA in Subjects Undergoing Catheter Ablation of Non-valvular Atrial Fibrillation (ELIMINATE-AF)

Technology Process of Fluindione

There total 11 articles about Fluindione 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: 95.9%

Benzoyl bromide (618-32-6) + 4-fluorophenylacetonitrile (459-22-3) → fluindione (957-56-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); trimethylphosphine(hexafluoroacetylacetonato)copper(I); 1-butyl-3-methylimidazolium trifluoromethanesulfonimide salt; silver trifluoromethanesulfonate; In ethylene glycol; dimethyl sulfoxide; at 85 ℃; for 3h; Reagent/catalyst; Inert atmosphere;

Reference yield: 93.0%

1H-indene-1,3(2H)-dione (606-23-5) + 4-fluoro-1-iodobenzene (352-34-1) → fluindione (957-56-2)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); potassium tert-butylate; tert-butyl XPhos; In 1,4-dioxane; at 110 ℃; for 12h; Reagent/catalyst; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.1c01149

Reference yield: 68.0%

2-benzofuran-1(3H)-one (87-41-2) + 4-fluorobenzaldehyde (459-57-4) → fluindione (957-56-2)

Guidance literature:

With sodium ethanolate; In ethanol; for 2h; Reflux;

DOI:10.1016/j.bmcl.2016.10.001

upstream raw materials:

3-(4-fluoro-benzylidene)-3H-isobenzofuran-1-one

phthalic acid dimethyl ester

1-(4-fluorophenyl)butan-2-one

phthalic anhydride

Downstream raw materials:

2-(4-fluoro-phenyl)-2-nitro-indan-1,3-dione

2-(4-fluoro-phenyl)-2-nitro-propane-1,3-diol

1-fluoro-4-(nitromethyl)benzene

Refernces

• 1、 Cappelli, Andrea,Nannicini, Chiara,Chelini, Alessia,Paolino, Marco,Giuliani, Germano,Anzini, Maurizio,Giordani, Antonio,Sabatini, Chiara,Caselli, Gianfranco,Mennuni, Laura,Makovec, Francesco,Giorgi, Gianluca,Vomero, Salvatore,Menziani, Maria Cristina. "Phenylindenone isomers as divergent modulators of p38α MAP kinase". supporting information. p. 5160 - 5163. Retrieved 2016/10/30.
• 2、 -. "Synthetic method of medical intermediate polycyclic diketone compound". Paragraph 0040-0043. . Retrieved 2017/02/09.