2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran

Base Information

• Chemical Name: 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran
• CAS No.: 1951-26-4
• Molecular Formula: C19H16I2O3
• Molecular Weight: 546.143
• Hs Code.: 2932996560
• European Community (EC) Number: 217-773-7
• NSC Number: 85437
• UNII: D8YC83C05N
• DSSTox Substance ID: DTXSID20173164
• Nikkaji Number: J199.772F
• Wikidata: Q27148784
• ChEMBL ID: CHEMBL3526986
• Mol file: 1951-26-4.mol

Synonyms:Ketone,2-butyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl (7CI,8CI);L 3373;NSC 85437;S 1086;(2-Butyl-1-benzofuran-3-yl)(4-hydroxy-3,5-diiodophenyl)methanone;2-Butyl-3-(4-hydroxy3,5-diiodobenyl)-benzofuran;Methanone, (2-butyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)-;(2-Butylbenzofuran-3-yl) (4-hydroxy-3,5-diiodophenyl) ketone;

Chemical Property of 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran

Chemical Property:

• Appearance/Colour: Off-White Solid
• Vapor Pressure: 3.89E-12mmHg at 25°C
• Melting Point: 142-144 °C
• Refractive Index: 1.696
• Boiling Point: 536.773 °C at 760 mmHg
• PKA: 4.84±0.25(Predicted)
• Flash Point: 278.43 °C
• PSA: 50.44000
• Density: 1.864 g/cm³
• LogP: 5.92120
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 545.91889
• Heavy Atom Count: 24
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

2-Butyl-3-(3,5-diiodo-4-hydroxybenzoyl)benzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=C(C2=CC=CC=C2O1)C(=O)C3=CC(=C(C(=C3)I)O)I
• Uses: 2-Butyl-3-(3,5-diiodo-4-hydroxybenzoyl)benzofuran (Amiodarone EP Impurity D) is a related compound of Amiodarone, a non-selective ion channel blocker.

Technology Process of 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran

There total 18 articles about 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran 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: 98.8%

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran (52490-15-0) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Guidance literature:

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran; With iodine; potassium carbonate; In methanol; water; at 40 - 65 ℃;

With hydrogenchloride; sodium sulfite; In methanol; water; at 20 - 30 ℃; for 2h; pH=1 - 2; pH-value;

Reference yield: 25.0%

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran (52490-15-0) → 2-n-butyl-3-(3-iodo-4-hydroxybenzoyl)-benzofuran (147030-50-0) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Guidance literature:

With potassium hydroxide; sodium hypochlorite; sodium iodide; In methanol; at -5 ℃; for 4h;

DOI:10.1016/j.bmcl.2008.08.013

Reference yield:

C21H22O4 → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Guidance literature:

With methanol; iodine; sodium hydroxide; at 65 ℃; for 2h; Reagent/catalyst; Temperature;

upstream raw materials:

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran

2-n-butylbenzo[b]furan

methyl 2-(2-formylphenoxy)hexanoate

2-(2-formyl-phenoxy)-hexanoic acid

Downstream raw materials:

Didesethylamiodarone

2-butyl-3-(3,5-diiodo-4-{2-[N-ethyl,N-(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-ylmethyl)amino]ethyl}oxybenzoyl)benzofuran

Desethylamiodarone hydrochloride