6-Acetamidocoumarin

Base Information

• Chemical Name: 6-Acetamidocoumarin
• CAS No.: 833-68-1
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2932209090
• European Community (EC) Number: 635-993-5
• NSC Number: 73720
• UNII: Z8WJ94V3KH
• DSSTox Substance ID: DTXSID30232256
• Nikkaji Number: J55.418I
• Wikidata: Q83113291
• Mol file: 833-68-1.mol

Synonyms:6-Acetamidocoumarin;833-68-1;6-(Acetylamino)coumarin;6-Acetamido-1,2-benzopyrone;COUMARIN, 6-ACETAMIDO-;N-(2-Oxo-2H-chromen-6-yl)acetamide;Acetamide, N-(2-oxo-2H-1-benzopyran-6-yl)-;6-Acetylamino-1,2-benzopyrone;N-(2-oxochromen-6-yl)acetamide;N-(2-Oxo-2H-1-benzopyran-6-yl)acetamide;NSC73720;Acetamide,N-(2-oxo-2H-1-benzopyran-6-yl)-;NSC 73720;BRN 0172792;Z8WJ94V3KH;AI3-52496;NSC-73720;5-18-11-00430 (Beilstein Handbook Reference);Enamine_000073;UNII-Z8WJ94V3KH;Oprea1_639486;Oprea1_833077;SCHEMBL4387567;WLN: T66 BOVJ HMV1;6-Acetylamino-1, 2-benzopyrone;DTXSID30232256;HMS1394D07;AKOS001032027;6-(ACETYLAMINO)-1,2-BENZOPYRONE;LS-55080;N-(2-Oxo-2H-chromen-6-yl)acetamide #;FT-0633018;SR-01000473469;SR-01000473469-1;Acetamide, N-(2-oxo-2H-1-benzopyran-6-yl)- (9CI)

Chemical Property of 6-Acetamidocoumarin

Chemical Property:

• Vapor Pressure: 3.67E-09mmHg at 25°C
• Refractive Index: 1.638
• Boiling Point: 474.2 °C at 760 mmHg
• Flash Point: 240.6 °C
• PSA: 59.31000
• Density: 1.352 g/cm³
• LogP: 1.82440
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 311

Purity/Quality:

99%, ^*data from raw suppliers

6-ACETAMIDOCOUMARIN Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NC1=CC2=C(C=C1)OC(=O)C=C2

Technology Process of 6-Acetamidocoumarin

There total 8 articles about 6-Acetamidocoumarin 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: 52.0%

p-acetamidophenyl propiolate → N-(2-oxo-2H-chromen-6-yl)acetamide (833-68-1)

Guidance literature:

With Echavarren's catalyst; In dichloromethane; at 18 ℃; for 1h;

DOI:10.1021/acs.joc.0c02011

Reference yield:

4-acetaminophenol (103-90-2,8055-08-1) → N-(2-oxo-2H-chromen-6-yl)acetamide (833-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C

1.2: 16 h / 0 - 18 °C

2.1: Echavarren's catalyst / dichloromethane / 1 h / 18 °C

With Echavarren's catalyst; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1021/acs.joc.0c02011

Reference yield:

m-Nitrocinnamic Acid (555-68-0,1772-76-5) → N-(2-oxo-2H-chromen-6-yl)acetamide (833-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: concentrated sulfuric acid / Electrolysis

With sulfuric acid;

upstream raw materials:

6-aminocoumarin

acetic anhydride

N,N'-bis-(2-oxo-2H-chromen-6-yl)-thiourea

m-Nitrocinnamic Acid

Downstream raw materials:

(5-acetylamino-benzo[d]isoxazol-3-yl)-acetic acid

Refernces