4-Quinolinecarboxylicacid,2-chloro-3-hydroxy-(9CI)

Base Information

• Chemical Name: 4-Quinolinecarboxylicacid,2-chloro-3-hydroxy-(9CI)
• CAS No.: 847547-91-5
• Molecular Formula: C₁₀H₆ClNO₃
• Molecular Weight: 223.616
• Hs Code.: 2933499090
• Mol file: 847547-91-5.mol

Synonyms:2-Chloro-3-hydroxy-4-quinolinecarboxylic acid;

Chemical Property of 4-Quinolinecarboxylicacid,2-chloro-3-hydroxy-(9CI)

Chemical Property:

• Vapor Pressure: 2.26E-06mmHg at 25°C
• Refractive Index: 1.732
• Boiling Point: 377.566 °C at 760 mmHg
• Flash Point: 182.145 °C
• PSA: 70.42000
• Density: 1.601 g/cm³
• LogP: 2.29200
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-3-hydroxyquinoline-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Quinolinecarboxylicacid,2-chloro-3-hydroxy-(9CI)

There total 3 articles about 4-Quinolinecarboxylicacid,2-chloro-3-hydroxy-(9CI) 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: 87.0%

carbon dioxide (124-38-9,18923-20-1) + 2-chloro-3-methoxymethoxy-quinoline (856900-25-9) → 2-chloro-3-hydroxyquinoline-4-carboxylic acid (847547-91-5)

Guidance literature:

2-chloro-3-methoxymethoxy-quinoline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.533333h;

DOI:10.1016/j.tet.2004.12.011

Reference yield:

2-Chloroquinoline (612-62-4) → 2-chloro-3-hydroxyquinoline-4-carboxylic acid (847547-91-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran / 1 h / -78 °C

1.2: trimethyl borate / tetrahydrofuran / 2 h / -78 °C

1.3: H₂O₂; NH₄Cl / tetrahydrofuran; diethyl ether; H₂O

2.1: 86 percent / aq. NaOH; Adogen / CH₂Cl₂ / 0.75 h

3.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

3.2: 87 percent / tetrahydrofuran; hexane / 0.53 h / -78 - 20 °C

With sodium hydroxide; n-butyllithium; triisooctyl amine; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2004.12.011

Reference yield:

3-hydroxy-2-chloroquinoline (128676-94-8) → 2-chloro-3-hydroxyquinoline-4-carboxylic acid (847547-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / aq. NaOH; Adogen / CH₂Cl₂ / 0.75 h

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C

2.2: 87 percent / tetrahydrofuran; hexane / 0.53 h / -78 - 20 °C

With sodium hydroxide; n-butyllithium; triisooctyl amine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.tet.2004.12.011

upstream raw materials:

carbon dioxide

2-chloro-3-methoxymethoxy-quinoline

2-Chloroquinoline

3-hydroxy-2-chloroquinoline

Refernces