2-Oxo-1,2-dihydroquinoline-8-carboxylic acid

Base Information

• Chemical Name: 2-Oxo-1,2-dihydroquinoline-8-carboxylic acid
• CAS No.: 83734-48-9
• Molecular Formula: C₁₀H₇NO₃
• Molecular Weight: 189.17
• European Community (EC) Number: 877-917-5
• DSSTox Substance ID: DTXSID40531409
• Nikkaji Number: J3.654.668I
• Wikidata: Q82403251
• Mol file: 83734-48-9.mol

Synonyms:83734-48-9;2-oxo-1,2-dihydroquinoline-8-carboxylic acid;2-OXO-1H-QUINOLINE-8-CARBOXYLIC ACID;2-hydroxyquinoline-8-carboxylic acid;SCHEMBL1697008;DTXSID40531409;AKOS006317055;AKOS022642976;SB68542;2-oxo-1,2-dihydroquinoline-8-carboxylicacid;CS-0456102;EN300-203232;G14673;Z2168496107

Chemical Property of 2-Oxo-1,2-dihydroquinoline-8-carboxylic acid

Chemical Property:

• PSA: 70.42000
• LogP: 1.63860
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 298

Purity/Quality:

97% ^*data from raw suppliers

2-hydroxyquinoline-8-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Oxo-1,2-dihydroquinoline-8-carboxylic acid

There total 8 articles about 2-Oxo-1,2-dihydroquinoline-8-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: 99.0%

8-methoxycarbonylcarbostyril (88371-30-6) → 1,2-dihydro-2-oxo-8-quinolinecarboxylic acid (83734-48-9)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 2h;

DOI:10.1039/c7ob00684e

Reference yield:

2-carbomethoxyaniline (134-20-3) → 1,2-dihydro-2-oxo-8-quinolinecarboxylic acid (83734-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 20 °C

2: hydrogenchloride / water / 20 °C

3: sodium hydroxide / 2 h / 20 °C

With pyridine; hydrogenchloride; sodium hydroxide; In dichloromethane; water;

DOI:10.1039/c7ob00684e

Reference yield:

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 1,2-dihydro-2-oxo-8-quinolinecarboxylic acid (83734-48-9)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / dichloromethane

2: pyridine / dichloromethane / 20 °C

3: hydrogenchloride / water / 20 °C

4: sodium hydroxide / 2 h / 20 °C

With pyridine; hydrogenchloride; thionyl chloride; sodium hydroxide; In dichloromethane; water;

DOI:10.1039/c7ob00684e

upstream raw materials:

1-<2-(1,2-dihydro-2-oxo-8-quinolyl)-2-oxoethyl>pyridinium chloride

2-quinolone

8-chloroacetyl-2(1H)-quinolinone

2-carbomethoxyaniline

Downstream raw materials:

8-(4-benzyl-1-piperazinylcarbonyl)-2(1H)-quinolinone

8-[4-(2-Benzoylethyl)-1-piperazinylcarbonyl]-carbostyril

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