(2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

Base Information

• Chemical Name: (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone
• CAS No.: 141627-42-1
• Molecular Formula: C20H19NO5
• Molecular Weight: 353.375
• Hs Code.: 2932999099
• Mol file: 141627-42-1.mol

Synonyms:2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

Chemical Property of (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

Chemical Property:

• Appearance/Colour: Off-white crystalline
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.603
• Boiling Point: 537.726 °C at 760 mmHg
• Flash Point: 279.007 °C
• PSA: 85.26000
• Density: 1.235 g/cm³
• LogP: 5.44640

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone is a reagent in the preparation of heterocyclic benzofuran carboxamides via amidation of heterocyclic acyl chlorides with benzofuranamine. This is also a derivative of Dronedarone (D679445),which is a drug used for the treatment of atrial fibrillation and atrial flutter in patients who have suffered cardiac arrhythmias.

Technology Process of (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone

There total 25 articles about (2-Butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)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: 99.0%

2-(2-pentanoyloxy-5-nitrophenyl)-1-(4-methoxyphenyl)-ethanone (1256921-45-5) → (2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone (141627-42-1)

Guidance literature:

2-(2-pentanoyloxy-5-nitrophenyl)-1-(4-methoxyphenyl)-ethanone; With iron(III) chloride; tributyl-amine; In toluene; for 2.5h; Reflux;

With hydrogenchloride; In tert-butyl methyl ether; Product distribution / selectivity;

Reference yield: 98.0%

2-(2-hydroxy-5-nitrophenyl)-1-(4-methoxyphenyl)-1,3-heptandione (1257220-33-9) → (2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone (141627-42-1)

Guidance literature:

2-(2-hydroxy-5-nitrophenyl)-1-(4-methoxyphenyl)-1,3-heptandione; With titanium tetrachloride; triethylamine; In dichloromethane; at 38 - 39 ℃; for 48h; Inert atmosphere;

With hydrogenchloride; In dichloromethane; tert-butyl methyl ether; water;

With sodium hydrogencarbonate; In dichloromethane; tert-butyl methyl ether; water; Product distribution / selectivity;

Reference yield: 90.0%

4-methoxy-benzoyl chloride (100-07-2) + 2-(n-butyl)-5-nitrobenzofuran (133238-87-6) → (2-butyl-5-nitrobenzofuran-3-yl)(4-methoxyphenyl)methanone (141627-42-1)

Guidance literature:

4-methoxy-benzoyl chloride; 2-(n-butyl)-5-nitrobenzofuran; aluminum (III) chloride; In chlorobenzene; at 25 ℃; for 2h; Reflux;

With water; In chlorobenzene; Product distribution / selectivity;

upstream raw materials:

2-(n-butyl)-3-chlorocarbonyl-5-nitrobenzofuran

methoxybenzene

4-methoxy-benzoyl chloride

2-(n-butyl)-5-nitrobenzofuran

Downstream raw materials:

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

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

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

Refernces

• 1、 -. "Benzofuran compound and application thereof". Paragraph 0053-0055; 0062-0063. . Retrieved 2021/08/06.
• 2、 -. "Preparation method of key intermediate of dronedarone". Paragraph 0023; 0024. . Retrieved 2019/10/02.