4-HYDROXY-5-BROMOQUINOLINE

Base Information

• Chemical Name: 4-HYDROXY-5-BROMOQUINOLINE
• CAS No.: 723283-89-4
• Molecular Formula: C₉H₆BrNO
• Molecular Weight: 224.057
• Hs Code.: 2933499090
• Mol file: 723283-89-4.mol

Synonyms:5-Bromoquinolin-4-ol

Chemical Property of 4-HYDROXY-5-BROMOQUINOLINE

Chemical Property:

• Boiling Point: 370.7±22.0 °C(Predicted)
• PKA: 3.49±0.40(Predicted)
• PSA: 33.12000
• Density: 1.705±0.06 g/cm3(Predicted)
• LogP: 2.70290
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromoquinolin-4-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-HYDROXY-5-BROMOQUINOLINE

There total 3 articles about 4-HYDROXY-5-BROMOQUINOLINE 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%

5-bromo-4-oxo-2,3-dihydroquinoline (1391268-61-3) → 5-bromo-4-hydroxyquinoline (956268-36-3,723283-89-4)

Guidance literature:

5-bromo-4-oxo-2,3-dihydroquinoline; With sulfuric acid; In acetonitrile; for 0.333333h;

With potassium permanganate; In acetonitrile; at 85 ℃; for 5h;

Reference yield:

5-(((3-bromophenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (723280-91-9) → 4-hydroxy-7-bromoquinoline (82121-06-0) + 5-bromo-4-hydroxyquinoline (956268-36-3,723283-89-4)

Guidance literature:

With diphenyl ether-biphenyl eutectic; at 250 ℃; for 1h;

Reference yield:

m-Bromoaniline (591-19-5) → 4-hydroxy-7-bromoquinoline (82121-06-0) + 5-bromo-4-hydroxyquinoline (956268-36-3,723283-89-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1 h / Reflux

1.2: 2 h / Reflux

2.1: diphenylether / 0.08 h / 225 °C / Microwave irradiation

In diphenylether;

DOI:10.1021/jm200636z

upstream raw materials:

5-(((3-bromophenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

m-Bromoaniline

5-bromo-4-oxo-2,3-dihydroquinoline

Refernces

• 1、 Hwang, Jong Yeon,Kawasuji, Takashi,Lowes, David J.,Clark, Julie A.,Connelly, Michele C.,Zhu, Fangyi,Guiguemde, W. Armand,Sigal, Martina S.,Wilson, Emily B.,Derisi, Joseph L.,Guy, R. Kiplin. "Synthesis and evaluation of 7-substituted 4-aminoquinoline analogues for antimalarial activity". experimental part. p. 7084 - 7093. Retrieved 2011/12/04.