2-oxo-2H-benzo[h]chromene-3-carboxylic acid

Base Information

• Chemical Name: 2-oxo-2H-benzo[h]chromene-3-carboxylic acid
• CAS No.: 82119-82-2
• Molecular Formula: C₁₄H₈O₄
• Molecular Weight: 240.215
• NSC Number: 115549
• DSSTox Substance ID: DTXSID90297326
• Nikkaji Number: J3.238.273H
• Wikidata: Q82038362
• ChEMBL ID: CHEMBL1609146
• Mol file: 82119-82-2.mol

Synonyms:2-oxo-2H-benzo[h]chromene-3-carboxylic acid;82119-82-2;NSC115549;Oprea1_688044;2-Oxo-2H-naphtho[1,2-b]pyran-3-carboxylic acid;MLS000547445;CHEMBL1609146;SCHEMBL17211951;DTXSID90297326;HMS2306M13;NSC-115549;NCI60_000351;SMR000113285

Chemical Property of 2-oxo-2H-benzo[h]chromene-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.88E-10mmHg at 25°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 240.04225873
• Heavy Atom Count: 18
• Complexity: 412

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2OC(=O)C(=C3)C(=O)O

Technology Process of 2-oxo-2H-benzo[h]chromene-3-carboxylic acid

There total 5 articles about 2-oxo-2H-benzo[h]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: 81.0%

cycl-isopropylidene malonate (2033-24-1) + 2-((pyrimidin-2-ylimino)methyl)naphthalen-1-ol → 2-oxo-2H-benzo[h]chromene-3-carboxylic acid (82119-82-2)

Guidance literature:

With formic acid; In neat (no solvent); at 110 ℃; for 0.5h;

DOI:10.3184/174751916X14792153319761

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + 1-hydroxy-2-naphthaldehyde (574-96-9) → 2-oxo-2H-benzo[h]chromene-3-carboxylic acid (82119-82-2)

Guidance literature:

In water; at 25 ℃; for 0.333333h;

DOI:10.1016/j.tet.2010.09.032

Reference yield:

α-naphthol (90-15-3) → 2-oxo-2H-benzo[h]chromene-3-carboxylic acid (82119-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid / neat (no solvent) / 120 °C

2: formic acid / neat (no solvent) / 0.5 h / 110 °C

With formic acid; In neat (no solvent);

DOI:10.3184/174751916X14792153319761

upstream raw materials:

ethyl 7,8-benzocoumarin-3-carboxylate

1-hydroxy-2-naphthaldehyde

cycl-isopropylidene malonate

α-naphthol

Downstream raw materials:

dimethyl 2-(cyclohexylamino)-5-{cyclohexyl[(2-oxo-2H-benzo[h]chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylate