3-Quinolinecarboxylic acid, 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-, Methyl ester

Base Information

• Chemical Name: 3-Quinolinecarboxylic acid, 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-, Methyl ester
• CAS No.: 637027-41-9
• Molecular Formula: C12H10ClNO4
• Molecular Weight: 267.669
• Hs Code.: 2933790090
• Mol file: 637027-41-9.mol

Synonyms:3-Quinolinecarboxylic acid,5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-,Methyl ester;

Chemical Property of 3-Quinolinecarboxylic acid, 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-, Methyl ester

Chemical Property:

• Melting Point: 159.1-160.1 °C
• Boiling Point: 408.7±45.0 °C(Predicted)
• PKA: 4.50±1.00(Predicted)
• PSA: 68.53000
• Density: 1.490±0.06 g/cm3(Predicted)
• LogP: 1.68410

Purity/Quality:

99%, ^*data from raw suppliers

Methyl5-chloro-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Quinolinecarboxylic acid, 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-, Methyl ester

There total 10 articles about 3-Quinolinecarboxylic acid, 5-chloro-1,2-dihydro-4-hydroxy-1-Methyl-2-oxo-, Methyl ester 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: 99.0%

5-chloro-N-methylisatoic anhydride (40707-01-5) + malonic acid dimethyl ester (108-59-8) → 1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxo-quinoline-3-carboxylic acid methyl ester (637027-41-9)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; Inert atmosphere;

5-chloro-N-methylisatoic anhydride; In N,N-dimethyl-formamide; at 80 ℃; for 5h;

DOI:10.1002/jhet.2324

Reference yield: 70.0%

5-Chloroisatoic anhydride (4743-17-3) + malonic acid dimethyl ester (108-59-8) + methyl iodide (74-88-4) → 1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxo-quinoline-3-carboxylic acid methyl ester (637027-41-9)

Guidance literature:

5-Chloroisatoic anhydride; methyl iodide; With sodium hydride; In ISOPROPYLAMIDE; at 5 - 20 ℃; for 18h;

malonic acid dimethyl ester; at 85 ℃; for 3h;

Reference yield: 70.0%

5-chloro-1H-benzo[d][1,3]oxazine-2,4-dione (20829-96-3) + dimethyl dimethylmalonate (6065-54-9) + methyl iodide (74-88-4) → 1,2-dihydro-4-hydroxy-5-chloro-1-methyl-2-oxo-quinoline-3-carboxylic acid methyl ester (637027-41-9)

Guidance literature:

With sodium hydride; In ISOPROPYLAMIDE; at 5 - 85 ℃; for 22h;

upstream raw materials:

methanol

5-chloro-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-3-quinolinecarboxylic acid ethyl ester

laquinimod

5-Chloroisatoic anhydride

Downstream raw materials:

laquinimod

methanol

Refernces

• 1、 -. "HIGHLY PURE LAQUINIMOD OR A PHARMACEUTICALLY ACCEPTABLE SALT THEREOF". Page/Page column 12. . Retrieved 2012/01/15.
• 2、 -. "HIGHLY PURE LAQUINIMOD OR A PHARMACEUTICALLY ACCEPTABLE SALT THEREOF". Page/Page column 28-29. . Retrieved 2010/08/05.