4-Chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 4-Chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid
• CAS No.: 99429-65-9
• Molecular Formula: C10H6ClNO3
• Molecular Weight: 223.616
• DSSTox Substance ID: DTXSID00357001
• Wikidata: Q82136676
• Mol file: 99429-65-9.mol

Synonyms:99429-65-9;4-Chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid;4-chloro-2-oxo-1H-quinoline-3-carboxylic acid;Oprea1_766945;SCHEMBL13997679;DTXSID00357001;MFCD00634792;SB71623;BS-50254;E76337;EN300-186680;4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic;4-Chloro-2-oxo-1,2-dihydroquinoline-3-carboxylicacid;4-Chloro-1,2-dihydro-2-oxo-3-quinolinecarboxylic acid

Chemical Property of 4-Chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 223.0036207
• Heavy Atom Count: 15
• Complexity: 351

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(C(=O)N2)C(=O)O)Cl

Technology Process of 4-Chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

There total 3 articles about 4-Chloro-2-oxo-1,2-dihydroquinoline-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: 90.0%

ethyl ester of 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (99429-64-8) → 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (99429-65-9)

Guidance literature:

With potassium hydroxide; for 2h; Heating;

DOI:10.1007/BF01169674

Reference yield:

ethyl 2,4-dichloroquinoline-3-carboxylate (6315-94-2) → 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (99429-65-9)

Guidance literature:

ethyl 2,4-dichloroquinoline-3-carboxylate; With sodium acetate; In acetic acid;

With potassium hydroxide;

DOI:10.1007/s10593-005-0271-8

Reference yield:

ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate (40059-53-8) → 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (99429-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 12 percent / POCl₃ / 0.08 h / 100 °C

2.1: AcONa / acetic acid

2.2: aq. KOH

With sodium acetate; trichlorophosphate; In acetic acid;

DOI:10.1007/s10593-005-0271-8

upstream raw materials:

ethyl ester of 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylic acid

ethyl 2,4-dichloroquinoline-3-carboxylate

ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate

Downstream raw materials:

4-benzylamino-1H-quinolin-2-one

C₁₈H₁₆N₂O₃

C₁₇H₁₃ClN₂O₃

C₁₇H₁₃FN₂O₃