(2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone

Base Information

• Chemical Name: (2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone
• CAS No.: 141645-23-0
• Molecular Formula: C30H40N2O5
• Molecular Weight: 508.658
• European Community (EC) Number: 444-800-1
• DSSTox Substance ID: DTXSID40436748
• Nikkaji Number: J3.309.679H
• Wikidata: Q72514439
• Mol file: 141645-23-0.mol

Synonyms:141645-23-0;(2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone;(2-Butyl-5-nitro-3-benzofuranyl)[4-[3-(dibutylamino)propoxy]phenyl]methanone;(2-butyl-5-nitro-1-benzofuran-3-yl)-[4-[3-(dibutylamino)propoxy]phenyl]methanone;EC 444-800-1;(2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-dibutylaminopropoxy)phenyl)methanone;2-butyl-3-(4-[3-(dibutylamino)propoxy]benzoyl)-5-nitrobenzofuran;2-Butyl-3-(4-[3-(dibutylamino)propoxy]benzoyl]-5-nitrobenzofuran;(2-butyl-5-nitrobenzofuran-3-yl)[4-(3-dibutylaminopropoxy)phenyl]methanone;2-Butyl-3-(4-(3-dibutylaminopropoxy)benzoyl)-5-Nitrobenzofuran;Methanone, (2-butyl-5-nitro-3-benzofuranyl)[4-[3-(dibutylamino)propoxy]phenyl]-;SCHEMBL283110;DTXSID40436748;BCP09676;CS-M0183;MFCD18072491;AKOS015901542;AC-25778;AS-73686;FT-0701541;2-n-butyl-3-[4-(3-dibutylamino-propoxy)benzoyl]-5-nitro-benzofuran;2-(n-butyl)-3-(4-{3-[di(n-butyl)amino]propoxy}benzoyl)-5-nitrobenzofuran;2-Butyl-5-nitrobenzofuran-3-yl[4-[3-(dibutylamino)propoxy]phenyl]methanone;2-n-butyl 3-[4-(3-di-n-butylamino-propoxy)benzoyl]-5-nitro benzofuran;2-n-butyl-3-[4-(3-di-n-butylamino-propoxy)benzoyl]-5-nitro benzofuran;(2-Butyl-5-nitro-1-benzofuran-3-yl){4-[3-(dibutylamino)propoxy]phenyl}methanone;dibutyl({3-[4-(2-butyl-5-nitro-1-benzofuran-3-carbonyl)phenoxy]propyl})amine

Chemical Property of (2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone

Chemical Property:

• Appearance/Colour: Off-white crystalline
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 638.148 °C at 760 mmHg
• PKA: 9.43±0.50(Predicted)
• Flash Point: 339.74 °C
• PSA: 88.50000
• Density: 1.109 g/cm³
• LogP: 8.10890
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 16
• Exact Mass: 508.29372238
• Heavy Atom Count: 37
• Complexity: 667

Purity/Quality:

(2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=C(C2=C(O1)C=CC(=C2)[N+](=O)[O-])C(=O)C3=CC=C(C=C3)OCCCN(CCCC)CCCC

Technology Process of (2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone

There total 28 articles about (2-Butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone 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: 99.5%

2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran (141645-16-1) + dibutyl-(3-chloro-propyl)-amine (36421-15-5) → (2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone (141645-23-0)

Guidance literature:

2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran; With potassium carbonate; In toluene; at 25 - 110 ℃; for 0.5h; Large scale;

dibutyl-(3-chloro-propyl)-amine; In toluene; Temperature; Solvent; Reflux; Large scale;

DOI:10.1021/op400008e

Reference yield: 80.0%

C32H49NO2 → (2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone (141645-23-0)

Guidance literature:

With palladium diacetate; triphenylphosphine; silver carbonate; In acetonitrile; at 115 ℃; for 15h; Inert atmosphere;

DOI:10.1002/jhet.4316

Reference yield:

2-(2-hydroxy-5-nitrophenyl)-1-(4-[3-(dibutylamino)-propoxy]-phenyl)-1,3-heptandione → (2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone (141645-23-0)

Guidance literature:

2-(2-hydroxy-5-nitrophenyl)-1-(4-[3-(dibutylamino)-propoxy]-phenyl)-1,3-heptandione; With 2-methoxyacetic acid; In dichloromethane; at 75 - 85 ℃;

With potassium hydroxide; In dichloromethane; water; at 70 - 90 ℃; for 0.166667h;

upstream raw materials:

2-n-butyl-3-(4-hydroxybenzoyl)-5-nitrobenzofuran

dibutyl-(3-chloro-propyl)-amine

4-methoxy-benzoyl chloride

2-(n-butyl)-5-nitrobenzofuran

Downstream raw materials:

dronedarone

N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)-benzoyl)benzofuran-5-yl)-N-(methylsulfonyl)methanesulfonamide

dronedarone hydrochloride

5-amino-2-n-butyl-3-[4-(3-di-n-butylamino propoxy)benzoyl]benzofuran bisoxalate

Refernces

• 1、 -. "Benzofuran compound and application thereof". Paragraph 0053-0055; 0066-0067. . Retrieved 2021/08/06.
• 2、 Klucznik, Tomasz,Mikulak-Klucznik, Barbara,McCormack, Michael P.,Lima, Heather,Szymku?, Sara,Bhowmick, Manishabrata,Molga, Karol,Zhou, Yubai,Rickershauser, Lindsey,Gajewska, Ewa P.,Toutchkine, Alexei,Dittwald, Piotr,Startek, Micha? P.,Kirkovits, Gregory J.,Roszak, Rafa?,Adamski, Ariel,Sieredzińska, Bianka,Mrksich, Milan,Trice, Sarah L.J.,Grzybowski, Bartosz A.. "Efficient Syntheses of Diverse, Medicinally Relevant Targets Planned by Computer and Executed in the Laboratory". supporting information. p. 522 - 532. Retrieved 2018/03/21.