2-Hydroxy-6-nitroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 2-Hydroxy-6-nitroquinoline-3-carboxylic acid
• CAS No.: 85870-49-1
• Molecular Formula: C₁₀H₆N₂O₅
• Molecular Weight: 234.168
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID20518293
• Wikidata: Q72465764
• Mol file: 85870-49-1.mol

Synonyms:2-hydroxy-6-nitroquinoline-3-carboxylic acid;85870-49-1;2-Hydroxy-6-nitro-quinoline-3-carboxylic acid;6-nitro-2-oxo-1H-quinoline-3-carboxylic acid;6-Nitro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid;2-Hydroxy-6-nitro-quinoline-3-carboxylicacid;6-nitroquinolone-3-carboxylic;3-Quinolinecarboxylic acid, 1,2-dihydro-6-nitro-2-oxo-;SCHEMBL11140389;DTXSID20518293;MBKQRJOWRRDAJL-UHFFFAOYSA-N;AKOS015897071;SB68719;2-hydroxy-6-nitroquinoline-3-carboxylicacid;CS-0367400;A13301;Q-103217;1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid

Chemical Property of 2-Hydroxy-6-nitroquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 527.74°C at 760 mmHg
• Flash Point: 272.968°C
• PSA: 116.24000
• Density: 1.624g/cm³
• LogP: 2.07000
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 234.02767130
• Heavy Atom Count: 17
• Complexity: 411

Purity/Quality:

97% ^*data from raw suppliers

2-Hydroxy-6-nitroquinoline-3-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])C=C(C(=O)N2)C(=O)O

Technology Process of 2-Hydroxy-6-nitroquinoline-3-carboxylic acid

There total 6 articles about 2-Hydroxy-6-nitroquinoline-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: 94.0%

1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid ethyl ester (85870-48-0) → 1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid (85870-49-1)

Guidance literature:

With hydrogenchloride; sodium hydroxide; for 1.25h; Heating;

Reference yield:

diethyl 2-(2-nitrobenzylidene)malonate (17422-56-9) → 1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid (85870-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 48.5 g / H₂ / Raney Ni / ethanol

2: 10.7 g / 96percent H₂SO₄, 70percent HNO₃ / 1 h / 0 °C

3: 94 percent / 1.) 1 N NaOH; 2.) 1 N HCl / 1.25 h / Heating

With hydrogenchloride; sodium hydroxide; sulfuric acid; hydrogen; nitric acid; nickel; In ethanol;

Reference yield:

2-nitro-benzaldehyde (552-89-6) → 1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid (85870-49-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 63 percent / KHCO₃ / acetic anhydride / 2 h / Heating

2: 48.5 g / H₂ / Raney Ni / ethanol

3: 10.7 g / 96percent H₂SO₄, 70percent HNO₃ / 1 h / 0 °C

4: 94 percent / 1.) 1 N NaOH; 2.) 1 N HCl / 1.25 h / Heating

With hydrogenchloride; sodium hydroxide; sulfuric acid; hydrogen; nitric acid; potassium hydrogencarbonate; nickel; In ethanol; acetic anhydride;

upstream raw materials:

1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid ethyl ester

diethyl 2-(2-nitrobenzylidene)malonate

N-(2-formyl-4-nitrophenyl)acetamide

2-amino-5-nitrobenzaldehyde

Downstream raw materials:

6-amino-1,2-dihydro-2-oxo-3-quinolinecarboxylic acid