(2-Ethyl-5-nitro-1-benzofuran-3-yl)(4-methoxyphenyl)methanone

Base Information

• Chemical Name: (2-Ethyl-5-nitro-1-benzofuran-3-yl)(4-methoxyphenyl)methanone
• CAS No.: 90908-76-2
• Molecular Formula: C18H15NO5
• Molecular Weight: 325.321
• DSSTox Substance ID: DTXSID20591940
• Wikidata: Q82485810

Synonyms:90908-76-2;SCHEMBL5711116;DTXSID20591940;(2-Ethyl-5-nitro-1-benzofuran-3-yl)(4-methoxyphenyl)methanone

Chemical Property of (2-Ethyl-5-nitro-1-benzofuran-3-yl)(4-methoxyphenyl)methanone

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 325.09502258
• Heavy Atom Count: 24
• Complexity: 469

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C2=C(O1)C=CC(=C2)[N+](=O)[O-])C(=O)C3=CC=C(C=C3)OC

Technology Process of (2-Ethyl-5-nitro-1-benzofuran-3-yl)(4-methoxyphenyl)methanone

There total 4 articles about (2-Ethyl-5-nitro-1-benzofuran-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: 52.7%

2-ethyl-5-nitrobenzofuran (29751-78-8) + 4-methoxy-benzoyl chloride (100-07-2) → 2-ethyl-3-4'-methoxybenzoyl-5-nitrobenzofuran (90908-76-2)

Guidance literature:

With aluminium trichloride; In carbon disulfide; at 25 ℃; for 24h;

DOI:10.1248/cpb.33.2854

Reference yield:

1-(benzo[b]furan-2-yl)ethanone (1646-26-0) → 2-ethyl-3-4'-methoxybenzoyl-5-nitrobenzofuran (90908-76-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 16.6 percent / nitric acid / acetic anhydride / 3 h / Ambient temperature

2: 1.) 80 percent hydrazine hydrate; 2.) KOH / 1.) 125 deg C, 1.5 h; 2.) 140 deg C, 1 h

3: 52.7 percent / AlCl₃ / CS₂ / 24 h / 25 °C

With potassium hydroxide; aluminium trichloride; nitric acid; hydrazine hydrate; In carbon disulfide; acetic anhydride;

DOI:10.1248/cpb.33.2854

Reference yield:

2-acetyl-5-nitrobenzofuran (23136-39-2) → 2-ethyl-3-4'-methoxybenzoyl-5-nitrobenzofuran (90908-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 80 percent hydrazine hydrate; 2.) KOH / 1.) 125 deg C, 1.5 h; 2.) 140 deg C, 1 h

2: 52.7 percent / AlCl₃ / CS₂ / 24 h / 25 °C

With potassium hydroxide; aluminium trichloride; hydrazine hydrate; In carbon disulfide;

DOI:10.1248/cpb.33.2854

upstream raw materials:

2-ethyl-5-nitrobenzofuran

4-methoxy-benzoyl chloride

1-(benzo[b]furan-2-yl)ethanone

2-acetyl-5-nitrobenzofuran

Downstream raw materials:

2-ethyl-3-4'-hydroxybenzoyl-3',5'-diiodo-5-nitrobenzofuran

2-ethyl-3-4'-hydroxybenzoyl-5-nitrobenzofuran

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