ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate

Base Information

• Chemical Name: ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate
• CAS No.: 6093-72-7
• Molecular Formula: C13H12O5
• Molecular Weight: 248.23100
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID20976394
• Nikkaji Number: J723.168G
• Wikidata: Q27187041
• ChEMBL ID: CHEMBL568385
• Mol file: 6093-72-7.mol

Synonyms:ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate;6093-72-7;ethyl 7-methoxy-2-oxochromene-3-carboxylate;CHEMBL568385;Ethyl 7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylate;MLS000554938;7-Methoxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester;D07TAJ;Oprea1_386697;SCHEMBL1406462;DTXSID20976394;CHEBI:108321;HMS2332G10;BDBM50303495;STK527622;ethyl 7-methoxycoumarin-3-carboxylate;AKOS002230558;BS-32620;SMR000147055;CS-0213392;E87387;ethyl7-methoxy-2-oxo-2H-chromene-3-carboxylate;Q27187041;7-methoxy-2-oxo-1-benzopyran-3-carboxylic acid ethyl ester;2-Oxo-7-methoxy-2H-1-benzopyran-3-carboxylic acid ethyl ester

Chemical Property of ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate

Chemical Property:

• PSA: 65.74000
• LogP: 1.97830
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 248.06847348
• Heavy Atom Count: 18
• Complexity: 374

Purity/Quality:

95% ^*data from raw suppliers

Ethyl7-methoxy-2-oxochromene-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C(C=C2)OC)OC1=O

Technology Process of ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate

There total 19 articles about ethyl 7-methoxy-2-oxo-2H-chromene-3-carboxylate 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: 93.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) + diethyl malonate (105-53-3) → 7-methoxycoumarin-3-carboxylic acid ethyl ester (6093-72-7)

Guidance literature:

With piperidine; In ethanol; for 5h; Reflux;

DOI:10.1016/j.biopha.2019.108707

Reference yield: 89.0%

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) + cycl-isopropylidene malonate (2033-24-1) + ethanol (64-17-5) → 7-methoxycoumarin-3-carboxylic acid ethyl ester (6093-72-7)

Guidance literature:

With iron(III) chloride; at 70 ℃; for 8h;

DOI:10.1016/j.tet.2014.12.042

Reference yield: 87.0%

→ 7-methoxycoumarin-3-carboxylic acid ethyl ester (6093-72-7)

Guidance literature:

With iron(III) chloride; at 70 ℃; for 7h; Green chemistry;

upstream raw materials:

7-methoxy-2-oxo-2H-chromene-3-carbonyl chloride

2-Hydroxy-4-methoxybenzaldehyde

diethyl malonate

methyl bromide