4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide

Base Information

• Chemical Name: 4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide
• CAS No.: 203256-20-6
• Molecular Formula: C21H18N2O3
• Molecular Weight: 346.38
• European Community (EC) Number: 634-968-6
• DSSTox Substance ID: DTXSID20441592
• Nikkaji Number: J916.061B
• Wikidata: Q82258389
• Mol file: 203256-20-6.mol

Synonyms:4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide;203256-20-6;DACB-CN;4-[7-(diethylamino)-2-oxochromen-3-yl]benzoyl cyanide;Benzeneacetonitrile, 4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]-alpha-oxo-;DTXSID20441592;MFCD08702660;J-100093;4-[7-(Diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzoyl cyanide;4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide, for HPLC derivatization, >=90% (HPCE)

Chemical Property of 4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 557.154°C at 760 mmHg
• Flash Point: 290.756°C
• PSA: 74.31000
• Density: 1.259g/cm³
• LogP: 4.01248
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 346.13174244
• Heavy Atom Count: 26
• Complexity: 620

Purity/Quality:

98.5% ^*data from raw suppliers

4-(7-DIETHYLAMINOCOUMARIN-3-YL)BENZOYL CYANIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)O2)C3=CC=C(C=C3)C(=O)C#N

Technology Process of 4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide

There total 2 articles about 4-(7-Diethylaminocoumarin-3-yl)benzoyl cyanide 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: 86.0%

trimethylsilyl cyanide (7677-24-9) + ethoxycarbonyl 4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzoate (203256-19-3) → [4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile (203256-20-6)

Guidance literature:

With zinc(II) iodide; In chloroform; for 24h; Heating;

DOI:10.1248/cpb.46.159

Reference yield:

4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid (150460-77-8) → [4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile (203256-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Et₃N / tetrahydrofuran / Ambient temperature

2: 86 percent / ZnI₂ / CHCl₃ / 24 h / Heating

With triethylamine; zinc(II) iodide; In tetrahydrofuran; chloroform;

DOI:10.1248/cpb.46.159

Reference yield: 100.0%

1-octadecanol (112-92-5) + [4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile (203256-20-6) → 4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid octadecyl ester

Guidance literature:

With dmap; In acetonitrile; for 1.5h; Heating;

DOI:10.1248/cpb.46.159

upstream raw materials:

trimethylsilyl cyanide

ethoxycarbonyl 4-[7-(diethylamino)-2-oxo-2H-1-benzopyran-3-yl]benzoate

4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid