3-HYDROXYQUINOLINE-2-CARBOXYLIC ACID

Base Information

• Chemical Name: 3-HYDROXYQUINOLINE-2-CARBOXYLIC ACID
• CAS No.: 15462-45-0
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• Hs Code.: 2933499090
• Mol file: 15462-45-0.mol

Synonyms:3-Hydroxy-2-quinolinecarboxylic acid;Quinaldicacid, 3-hydroxy- (8CI);3-Hydroxyquinaldic acid;

Chemical Property of 3-HYDROXYQUINOLINE-2-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 1.32E-06mmHg at 25°C
• Melting Point: 187-190 °C (decomp)
• Refractive Index: 1.73
• Boiling Point: 384.7 °C at 760 mmHg
• PKA: 0.02±0.30(Predicted)
• Flash Point: 186.5 °C
• PSA: 70.42000
• Density: 1.48 g/cm³
• LogP: 1.63860
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

3-Hydroxyquinoline-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Hydroxyquinoline-2-carboxylic Acid is a useful intermediate in the chromophore biosynthesis of quinomycin family antibiotics and in the total synthesis of Echinomycin and its analogs

Technology Process of 3-HYDROXYQUINOLINE-2-CARBOXYLIC ACID

There total 13 articles about 3-HYDROXYQUINOLINE-2-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: 96.0%

Methyl 3-(benzyloxy)quinoline-2-carboxylate (171917-54-7) → Methyl 3-hydroxyquinoline-2-carboxylate (15462-45-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 25 ℃; for 5h; under 760 Torr;

DOI:10.1021/jo00127a055

Reference yield: 92.0%

ethyl 3-hydroxyquinoline-2-carboxylate (14370-68-4) → Methyl 3-hydroxyquinoline-2-carboxylate (15462-45-0)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 4h;

DOI:10.1021/acs.jnatprod.5b00428

Reference yield: 70.0%

3-(methoxymethoxy)-2-methylquinoline (847547-93-7) → Methyl 3-hydroxyquinoline-2-carboxylate (15462-45-0)

Guidance literature:

3-(methoxymethoxy)-2-methylquinoline; With selenium(IV) oxide; In 1,4-dioxane; for 1h; Heating;

With formic acid; dihydrogen peroxide; In water; at 0 - 10 ℃;

DOI:10.1016/j.tet.2004.12.011

upstream raw materials:

Methyl 3-(benzyloxy)quinoline-2-carboxylate

carbon dioxide

3-(methoxymethoxy)quinoline

3-(methoxymethoxy)-2-methylquinoline

Downstream raw materials:

sandramycin

Refernces

• 1、 Hirose, Yuki,Watanabe, Kenji,Minami, Atsushi,Nakamura, Takemichi,Oguri, Hiroki,Oikawa, Hideaki. "Involvement of common intermediate 3-hydroxy-L-kynurenine in chromophore biosynthesis of quinomycin family antibiotics". experimental part. p. 117 - 122. Retrieved 2012/01/31.
• 2、 Boger, Dale L.,Chen, J.-H.. "Modified Friedlander Condensation for the Synthesis of 3-Hydroxyquinoline-2-carboxylates". . p. 7369 - 7371. Retrieved 2007/10/03.