5,7-bis(p-nitrophenyl)-8-hydroxyquinoline

Base Information

• Chemical Name: 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline
• CAS No.: 1552278-51-9
• Molecular Formula: C₂₁H₁₃N₃O₅
• Molecular Weight: 387.351
• Mol file: 1552278-51-9.mol

Synonyms:5,7-bis(p-nitrophenyl)-8-hydroxyquinoline

Chemical Property of 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline

There total 4 articles about 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline 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: 61.7%

5,7-bis(p-nitrophenyl)-8-benzyloxyquinoline (1552278-58-6) → 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline (1552278-51-9)

Guidance literature:

With cyclohexa-1,4-diene; palladium 10% on activated carbon; In ethanol; for 5h; Inert atmosphere; Reflux;

DOI:10.1016/j.dyepig.2013.12.007

Reference yield:

8-benzyloxy-5,7-dibromoquinoline (84165-50-4) → 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline (1552278-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; benzene / 24 h / Inert atmosphere; Reflux

2: palladium 10% on activated carbon; cyclohexa-1,4-diene / ethanol / 5 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cyclohexa-1,4-diene; palladium 10% on activated carbon; sodium carbonate; In ethanol; water; benzene; 1: |Suzuki Coupling;

DOI:10.1016/j.dyepig.2013.12.007

Reference yield:

8-quinolinol (148-24-3,24804-14-6) → 5,7-bis(p-nitrophenyl)-8-hydroxyquinoline (1552278-51-9)

Guidance literature:

Multi-step reaction with 4 steps

1: bromine; acetic acid / 0.33 h / 20 °C

2: potassium carbonate; potassium iodide / acetone / 10 h / Inert atmosphere; Reflux

3: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; benzene / 24 h / Inert atmosphere; Reflux

4: palladium 10% on activated carbon; cyclohexa-1,4-diene / ethanol / 5 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cyclohexa-1,4-diene; palladium 10% on activated carbon; bromine; sodium carbonate; potassium carbonate; acetic acid; potassium iodide; In ethanol; water; acetone; benzene; 3: |Suzuki Coupling;

DOI:10.1016/j.dyepig.2013.12.007

upstream raw materials:

8-benzyloxy-5,7-dibromoquinoline

5,7-bis(p-nitrophenyl)-8-benzyloxyquinoline

8-quinolinol

broxyquinoline

Downstream raw materials:

C₆₃H₃₆AlN₉O₁₅