1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER
• CAS No.: 57513-54-9
• Molecular Formula: C13H13NO4
• Molecular Weight: 247.251
• Mol file: 57513-54-9.mol

Synonyms:Ethyl4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate;Ethyl 4-hydroxy-1-methylcarbostyril-3-carboxylate;

Chemical Property of 1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 1.34E-05mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 353.3 °C at 760 mmHg
• Flash Point: 167.5 °C
• PSA: 68.53000
• Density: 1.328 g/cm³
• LogP: 1.42080

Purity/Quality:

99% ^*data from raw suppliers

1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER

There total 18 articles about 1,2-DIHYDRO-4-HYDROXY-1-METHYL-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL 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: 96.0%

Potassium; 3-ethoxycarbonyl-1-methyl-2-oxo-1,2-dihydro-quinolin-4-olate → ethyl 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate (57513-54-9)

Guidance literature:

With hydrogenchloride; for 1h;

DOI:10.1007/BF01169641

Reference yield: 81.0%

2-[(2-Ethoxycarbonyl-acetyl)-methyl-amino]-benzoic acid ethyl ester → ethyl 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate (57513-54-9)

Guidance literature:

With potassium hydroxide; for 0.5h;

DOI:10.1007/BF00475251

Reference yield: 80.0%

N-Methylisatoic anhydride (10328-92-4) + diethyl malonate (105-53-3) → ethyl 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate (57513-54-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 120 ℃; for 2.5h;

DOI:10.1002/jhet.5570360323

upstream raw materials:

N-Methylisatoic anhydride

diethyl malonate

Methyl N-methylanthranilate

ethyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

propyl 4-(1-methyl-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-carboxamido)benzoate

4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid hydrazide

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

4-hydroxy-1-methyl-2(1H)-quinolone

Refernces

• 1、 Xue, Wenjie,Li, Xueyao,Ma, Guixing,Zhang, Hongmin,Chen, Ya,Kirchmair, Johannes,Xia, Jie,Wu, Song. "N-thiadiazole-4-hydroxy-2-quinolone-3-carboxamides bearing heteroaromatic rings as novel antibacterial agents: Design, synthesis, biological evaluation and target identification". . . Retrieved 2020/02/04.
• 2、 -. "Pharmaceutical composition for prevention or treatment of pneumonia comprising dihydroquinoline carboxamide derivative or pharmacurically acceptable salt thereof as an active ingredient". Paragraph 0363; 0364-0366. . Retrieved 2019/08/28.