2(1H)-Quinolinone,7,7'-[1,4-butanediylbis(oxy)]bis[3,4-dihydro-

Base Information

• Chemical Name: 2(1H)-Quinolinone,7,7'-[1,4-butanediylbis(oxy)]bis[3,4-dihydro-
• CAS No.: 882880-12-8
• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.444
• Mol file: 882880-12-8.mol

Synonyms:1,4-Bis(3,4-dihydro-2(1H)-quinolinone-7-oxy)butane

Chemical Property of 2(1H)-Quinolinone,7,7'-[1,4-butanediylbis(oxy)]bis[3,4-dihydro-

Chemical Property:

• Boiling Point: 673.2±55.0 °C(Predicted)
• PKA: 14.11±0.20(Predicted)
• PSA: 76.66000
• Density: 1.226±0.06 g/cm3(Predicted)
• LogP: 3.97000
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly, Heated), Methanol (Sparingly)

Purity/Quality:

99% ^*data from raw suppliers

1,4-Bis[3,4-dihydro-2(1H)-quinolinon-7-oxy]butane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,4-Bis[3,4-dihydro-2(1H)-quinolinon-7-oxy]butane is an impurity found in the process for the preparation of Aripiprazole (A771000). Intermediate used in the process for the preparation of Aripiprazole (A771000).

Technology Process of 2(1H)-Quinolinone,7,7'-[1,4-butanediylbis(oxy)]bis[3,4-dihydro-

There total 9 articles about 2(1H)-Quinolinone,7,7'-[1,4-butanediylbis(oxy)]bis[3,4-dihydro- 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: 90.9%

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone (22246-18-0) + 7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone (129722-34-5) → 7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one (882880-12-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1021/acs.oprd.8b00438

Reference yield: 90.0%

1-(2,3-dichlorophenyl)-piperazine hydrochloride (119532-26-2,864512-47-0) + 7-(4-chlorobutoxy)-3,4-dihydroquinoline-2(1H)-one (120004-79-7) → 7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one (882880-12-8) + aripiprazole (129722-12-9)

Guidance literature:

With potassium carbonate; sodium iodide; tetrabutylammomium bromide; In acetonitrile; at 20 ℃; Product distribution / selectivity; Heating / reflux;

Reference yield: 80.0%

4-chlorobutyl bromide (6940-78-9) + 7-hydroxy-3,4-dihydro-2-(1H)-quinolinone (22246-18-0) → 7-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-oxy)butoxy)-3,4-dihydroquinoline-2(1H)-one (882880-12-8) + 7-(4-chlorobutoxy)-3,4-dihydroquinoline-2(1H)-one (120004-79-7)

Guidance literature:

With sodium hydroxide; In ISOPROPYLAMIDE; at 36 - 40 ℃; for 4h; Product distribution / selectivity;

upstream raw materials:

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone

7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone

1,4-dibromo-butane

4-chlorobutyl bromide

Refernces

• 1、 -. "Synthesis of 1,4-bis[3,4-dihydro-2-(1H)-quinoline-7-oxo] butane". Paragraph 0017. . Retrieved 2017/10/13.
• 2、 Vohra, Mohit,Sandbhor, Mahendra,Wozniak, Andrew. "Efficient synthesis of deuterium labeled hydroxyzine and aripiprazole". . p. 304 - 307. Retrieved 2015/06/25.