6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid

Base Information

• Chemical Name: 6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid
• CAS No.: 35924-44-8
• Molecular Formula: C11H8O5
• Molecular Weight: 220.182
• DSSTox Substance ID: DTXSID90351856
• Nikkaji Number: J983.496F
• Wikidata: Q82128639
• Pharos Ligand ID: AZ7BGUHKFF9S
• ChEMBL ID: CHEMBL568416
• Mol file: 35924-44-8.mol

Synonyms:6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid;35924-44-8;6-methoxy-2-oxochromene-3-carboxylic acid;CHEMBL568416;MLS000061036;CBMicro_000141;Oprea1_357602;Oprea1_705276;6-methoxy-3-carboxy-coumarin;SCHEMBL978456;DTXSID90351856;XIQQAIQZABTSNZ-UHFFFAOYSA-N;HMS1607B10;HMS2443I11;SMSF0006060;BDBM50303489;STL553633;AKOS000274154;CB01296;BS-50460;PD182963;SMR000069802;BIM-0000182.P001;CS-0320222;EU-0034061;6-Methoxy-2-oxo-2H-chromene-3-carboxylicacid;EN300-5485755;SR-01000393636;SR-01000393636-1;BRD-K56208917-001-07-4;F1018-0591

Chemical Property of 6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid

Chemical Property:

• PSA: 76.74000
• LogP: 1.49980
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 220.03717335
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

97% ^*data from raw suppliers

6-Methoxy-2-oxo-2H-chromene-3-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)OC(=O)C(=C2)C(=O)O

Technology Process of 6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid

There total 18 articles about 6-Methoxy-2-oxo-2H-chromene-3-carboxylic acid 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: 99.2%

2-hydroxy-5-methoxybenzaldehyde (672-13-9) + diethyl malonate (105-53-3) → 6-methoxycoumarin-3-carboxylic acid (35924-44-8)

Guidance literature:

2-hydroxy-5-methoxybenzaldehyde; diethyl malonate; With piperidine; acetic acid; In ethanol; for 9h; Reflux;

With ethanol; water; sodium hydroxide; for 0.25h; Reflux;

Reference yield: 95.0%

2-hydroxy-5-methoxybenzaldehyde (672-13-9) + cycl-isopropylidene malonate (2033-24-1) → 6-methoxycoumarin-3-carboxylic acid (35924-44-8)

Guidance literature:

With [Cd₂(2,2'-((1,4-phenylenebis(methylene))bis((pyridin-2-ylmethyl)azanediyl))diacetamide)(fumarate)₂(H₂O)₂]*2H₂O; In methanol; at 26 - 28 ℃; for 3h;

DOI:10.1021/acs.inorgchem.0c01178

Reference yield: 90.2%

→ 6-methoxycoumarin-3-carboxylic acid (35924-44-8)

Guidance literature:

In water; for 4h; Reflux;

upstream raw materials:

N-hydroxy-6-methoxy-2-oxo-2H-1-benzopyran-3-carboxamide

5-(2',5'-dimethoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

2-hydroxy-5-methoxybenzaldehyde

malonic acid