6-Acetyl-4-hydroxy-quinoline-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 6-Acetyl-4-hydroxy-quinoline-3-carboxylic acid ethyl ester
• CAS No.: 873969-87-0
• Molecular Formula: C₁₄H₁₃NO₄
• Molecular Weight: 259.262
• Mol file: 873969-87-0.mol

Synonyms:

Chemical Property of 6-Acetyl-4-hydroxy-quinoline-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

6-Acetyl-4-hydroxy-quinoline-3-carboxylicacidethylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Acetyl-4-hydroxy-quinoline-3-carboxylic acid ethyl ester

There total 6 articles about 6-Acetyl-4-hydroxy-quinoline-3-carboxylic 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: 93.0%

p-aminobenzophenone (99-92-3) + diethyl 2-ethoxymethylenemalonate (87-13-8) → ethyl 6-acetyl-4-hydroxyquinoline-3-carboxylate (692764-08-2,873969-87-0)

Guidance literature:

p-aminobenzophenone; diethyl 2-ethoxymethylenemalonate; at 140 ℃; for 1h; Inert atmosphere;

In diphenylether; for 2h; Reflux; Inert atmosphere;

DOI:10.1021/jm300040p

Reference yield: 63.7%

p-aminobenzophenone (99-92-3) + diethyl 2-ethoxymethylenemalonate (87-13-8) → 1,4-dihydro-6-acetyl-4-oxoquinoline-3-carboxylic acid ethyl ester (692764-08-2,873969-87-0)

Guidance literature:

p-aminobenzophenone; diethyl 2-ethoxymethylenemalonate; In ethanol; for 12h; Reflux;

With diphenylether; at 240 - 250 ℃;

DOI:10.1016/j.ejmech.2021.113913

Reference yield:

(4-nitrophenyl)ethanone (100-19-6) → 1,4-dihydro-6-acetyl-4-oxoquinoline-3-carboxylic acid ethyl ester (692764-08-2,873969-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: iron; acetic acid

2.1: acetonitrile / 12 h / Reflux

2.2: 0.08 h / 245 - 250 °C

With iron; acetic acid; In acetonitrile;

DOI:10.17159/0379-4350/2018/v71a25 DOI:10.1039/c8md00480c

upstream raw materials:

2-[(4-acetyl-phenylamino)-methylene]-malonic acid diethyl ester

p-aminobenzophenone

diethyl 2-ethoxymethylenemalonate

(4-nitrophenyl)ethanone

Refernces

• 1、 Beteck, Richard M.,Seldon, Ronnett,Jordaan, Audrey,Warner, Digby F.,Hoppe, Heinrich C.,Laming, Dustin,Legoabe, Lesetja J.,Khanye, Setshaba D.. "Quinolone-isoniazid hybrids: Synthesis and preliminary: In vitro cytotoxicity and anti-tuberculosis evaluation". . p. 326 - 331. Retrieved 2019/03/02.
• 2、 Beteck, Richard M.,Isaacs, Michelle,Hoppe, Heinrich C.,Khanye, Setshaba D.. "Synthesis, in vitro cytotoxicity and trypanocidal evaluation of novel 1,3,6-substituted non-fluoroquinolones". . p. 188 - 195. Retrieved 2019/01/04.