(5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate

Base Information

• Chemical Name: (5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate
• CAS No.: 500791-70-8
• Molecular Formula: C30H42N2O3.2(C2H2O4)
• Molecular Weight: 568.70100
• European Community (EC) Number: 448-700-9
• DSSTox Substance ID: DTXSID40964511
• Mol file: 500791-70-8.mol

Synonyms:500791-70-8;(5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate;Des(methylsulfonyl) Dronedarone Oxalate;(5-AMINO-2-BUTYL-3-BENZOFURANYL)[4-[3-(DIBUTYLAMINO)PROPOXY]PHENYL]-METHANONE ETHANEDIOATE;(5-amino-2-butyl-1-benzofuran-3-yl)-[4-[3-(dibutylamino)propoxy]phenyl]methanone;oxalic acid;C32H44N2O7;DTXSID40964511;VJVFIQVIPOMHOP-UHFFFAOYSA-N;MFCD19440909;AKOS015920238;DS-1426;2-butyl-3-{4-[3-(dibutylamino)propoxy]benzoyl}-1-benzofuran-5-amine;FT-0656014;A827966;(5-amino-2-butyl-3-benzofuranyl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate;(5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)-propoxy)phenyl)methanone oxalate;(5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanoneoxalate;Oxalic acid--(5-amino-2-butyl-1-benzofuran-3-yl){4-[3-(dibutylamino)propoxy]phenyl}methanone (1/1)

Chemical Property of (5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate

Chemical Property:

• PSA: 143.30000
• LogP: 6.99650
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 17
• Exact Mass: 568.31485175
• Heavy Atom Count: 41
• Complexity: 656

Purity/Quality:

99.9% ^*data from raw suppliers

Des(methylsulfonyl)DronedaroneOxalate ^*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)C(=O)C3=CC=C(C=C3)OCCCN(CCCC)CCCC.C(=O)(C(=O)O)O
• Uses: Des(methylsulfonyl) Dronedarone oxalate is used in the process for preparation of Dronedarone hydrochloride (D679445). Des(methylsulfonyl) Dronedarone Oxalate (Dronedarone USP Related Compound B) is used in the process for preparation of Dronedarone hydrochloride (D679445).

Technology Process of (5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate

There total 23 articles about (5-Amino-2-butylbenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone oxalate 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: 95.0%

(5-amino-2-butyl-benzofuran-3-yl)-[4-(3-dibutylamino-propoxy)-phenyl]-methanone (141644-91-9) + oxalic acid (144-62-7,97993-78-7) → 5-amino-2-n-butyl-3-[4-(3-di-n-butylamino propoxy)benzoyl]benzofuran bisoxalate (500791-70-8,851014-95-4)

Guidance literature:

(5-amino-2-butyl-benzofuran-3-yl)-[4-(3-dibutylamino-propoxy)-phenyl]-methanone; With methylamine; In water; isopropyl alcohol; at 75 ℃; for 1h;

oxalic acid; at 65 ℃; for 0.5h;

Reference yield: 86.5%

N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)acetamide (1278585-69-5) + oxalic acid (144-62-7,97993-78-7) → 5-amino-2-n-butyl-3-[4-(3-di-n-butylamino propoxy)benzoyl]benzofuran bisoxalate (500791-70-8,851014-95-4)

Guidance literature:

N-(2-butyl-3-(4-(3-(dibutylamino)propoxy)benzoyl)benzofuran-5-yl)acetamide; With hydrogenchloride; In ethanol; water; for 4h; Reflux;

oxalic acid; In methanol; water; at 20 ℃; for 1.16h; Reflux;

Reference yield: 69.49%

(2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone (141645-23-0) + oxalic acid (144-62-7,97993-78-7) → 5-amino-2-n-butyl-3-[4-(3-di-n-butylamino propoxy)benzoyl]benzofuran bisoxalate (500791-70-8,851014-95-4)

Guidance literature:

(2-butyl-5-nitrobenzofuran-3-yl)(4-(3-(dibutylamino)propoxy)phenyl)methanone; With hydrogen; 5%-palladium/activated carbon; In methanol; at 30 ℃; for 6h; under 3677.86 Torr; Autoclave;

oxalic acid; In methanol; at 0 ℃; for 2h; Reflux;

upstream raw materials:

4-methoxy-benzoyl chloride

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

oxalic acid

2-(n-butyl)-5-nitrobenzofuran

Downstream raw materials:

(5-amino-2-butyl-benzofuran-3-yl)-[4-(3-dibutylamino-propoxy)-phenyl]-methanone

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

dronedarone

dronedarone hydrochloride

Refernces

• 1、 -. "Preparation method of dronedarone hydrochloride key intermediate". Paragraph 0022; 0036-0038. . Retrieved 2016/10/08.
• 2、 -. "PROCESSES FOR PREPARING DRONEDARONE AND ITS INTERMEDIATES". . . Retrieved 2012/03/27.