OXOLINIC ACID IMPURITY B

Base Information

• Chemical Name: OXOLINIC ACID IMPURITY B
• CAS No.: 16172-03-5
• Molecular Formula: C15H15NO5
• Molecular Weight: 289.288
• Mol file: 16172-03-5.mol

Synonyms:ethyl 5-ethyl-8-oxo-5,8-dihydro[1,3]dioxolo[4,5-g]quinoline-7-carboxylate;ethyl 5-ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylate;ethyl 1-ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylate;1-ethyl-6,7-methylenedioxy-4(1H)-quinolone-3-carboxylic acid ethyl ester;3-ethoxycarbonyl-1-ethyl-6,7-methylenedioxy-4-quinolone;5-ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid ethyl ester;

Chemical Property of OXOLINIC ACID IMPURITY B

Chemical Property:

• PSA: 66.76000
• LogP: 1.92680

Purity/Quality:

99% ^*data from raw suppliers

Oxolinic acid impurity B European Pharmacopoeia (EP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of OXOLINIC ACID IMPURITY B

There total 16 articles about OXOLINIC ACID IMPURITY B 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: 88.0%

diethyl 2-ethoxymethylenemalonate (87-13-8) + N-ethyl-3,4-(methylenedioxy)aniline (32953-14-3) → ethyl 5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo<4,5-g>quinoline-7-carboxylate (16172-03-5)

Guidance literature:

for 0.0666667h; Microwave irradiation; neat (no solvent);

DOI:10.1002/jhet.430

Reference yield:

4-ethoxy-3-ethoxycarbonyl-6,7-methylenedioxyquinoline (33331-61-2) + ethyl iodide (75-03-6) → ethyl 5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo<4,5-g>quinoline-7-carboxylate (16172-03-5)

Guidance literature:

In toluene;

Reference yield:

Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate (32953-23-4) → ethyl 5-ethyl-5,8-dihydro-8-oxo-1,3-dioxolo<4,5-g>quinoline-7-carboxylate (16172-03-5)

Guidance literature:

With PPE;

DOI:10.1039/P19720000173

upstream raw materials:

2H-6,7-methylenedioxy-3,1-benzoxazine-2,4-(1-ethyl)-dione

Ethyl α-ethoxycarbonyl-β-N-(5-benzodioxolyl)-N-ethylaminoacrylate

7-ethoxycarbonyl-5-ethyl-8-sulfo-[1,3]dioxolo[4,5-g]quinolinium betaine

triethyl phosphate

Downstream raw materials:

oxolinic Acid

5-ethyl-8-oxo-5,8-dihydro-[1,3]-dioxolo[4,5-g]quinoline-7-carbonyl chloride

9-amino-5-ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinolin-7-carboxylic acid

Refernces

• 1、 Pednekar, Suhas,Pandey, Anil Kumar. "Microwave-assisted synthesis of quinolone derivatives and related compounds". experimental part. p. 1104 - 1108. Retrieved 2010/11/03.
• 2、 Granik,Dozorova,Marchenko,Budanova,Kuzovkin,Glushkov. "Transamination with enamidines and a new method for the synthesis of oxolinic acid". . p. 745 - 748. Retrieved 2007/10/02.