4-Chloroquinoline-6-carboxylic acid

Base Information

• Chemical Name: 4-Chloroquinoline-6-carboxylic acid
• CAS No.: 386207-77-8
• Molecular Formula: C10H6ClNO2
• Molecular Weight: 207.61
• DSSTox Substance ID: DTXSID00608060
• Wikidata: Q72459321
• Mol file: 386207-77-8.mol

Synonyms:4-CHLOROQUINOLINE-6-CARBOXYLIC ACID;386207-77-8;MFCD11518954;4-chloroquinoline-6-carboxylicacid;SCHEMBL7689552;DTXSID00608060;4-chloro-6-quinolinecarboxylic acid;AMY26225;4-Chloro-quinoline-6-carboxylic acid;AKOS008901098;SB71677;AS-41280;DB-069704;CS-0197200;EN300-7413713;A824206;J-515204

Chemical Property of 4-Chloroquinoline-6-carboxylic acid

Chemical Property:

• Vapor Pressure: 6.08E-06mmHg at 25°C
• Refractive Index: 1.69
• Boiling Point: 364.2 °C at 760 mmHg
• PKA: 3.70±0.16(Predicted)
• Flash Point: 174.1 °C
• PSA: 50.19000
• Density: 1.469 g/cm³
• LogP: 2.58640
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 207.0087061
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

4-Chloroquinoline-6-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CC(=C2C=C1C(=O)O)Cl

Technology Process of 4-Chloroquinoline-6-carboxylic acid

There total 4 articles about 4-Chloroquinoline-6-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:

4-chloro-quinoline-6-carboxylic acid methyl ester (648449-01-8) → 4-chloroquinoline-6-carboxylic acid (386207-77-8) + 4-hydroxyquinoline-6-carboxylic acid (1065092-81-0)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 60 ℃; for 24h;

Reference yield:

Quinoline-6-carboxylic acid (10349-57-2) → 4-chloroquinoline-6-carboxylic acid (386207-77-8) + 4-hydroxyquinoline-6-carboxylic acid (1065092-81-0)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane / 54 h / 20 - 50 °C

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 21 h / 20 °C

3: trichlorophosphate / 2 h / 20 °C / Inert atmosphere

4: hydrogenchloride; water / tetrahydrofuran / 24 h / 60 °C

With hydrogenchloride; water; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

Reference yield:

6-(methoxycarbonyl)quinoline (38896-30-9) → 4-chloroquinoline-6-carboxylic acid (386207-77-8) + 4-hydroxyquinoline-6-carboxylic acid (1065092-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 21 h / 20 °C

2: trichlorophosphate / 2 h / 20 °C / Inert atmosphere

3: hydrogenchloride; water / tetrahydrofuran / 24 h / 60 °C

With hydrogenchloride; water; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane;

upstream raw materials:

Quinoline-6-carboxylic acid

6-(methoxycarbonyl)quinoline

1-oxy-quinoline-6-carboxylic acid methyl ester

4-chloro-quinoline-6-carboxylic acid methyl ester

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