5-Hydroxyquinoline-2-carbonitrile

Base Information

• Chemical Name: 5-Hydroxyquinoline-2-carbonitrile
• CAS No.: 586413-05-0
• Molecular Formula: C10H6N2O
• Molecular Weight: 170.16700
• Hs Code.: 2933499090
• Mol file: 586413-05-0.mol

Synonyms:Benzonitrile,2-amino-4-chloro-5-methyl;2-cyano-5-hydroxylquinoline;2-amino-4-chloro-5-methyl-benzonitrile;2-cyano-5-chloro-4-methylaniline;

Chemical Property of 5-Hydroxyquinoline-2-carbonitrile

Chemical Property:

• PSA: 56.91000
• LogP: 1.81208

Purity/Quality:

99%, ^*data from raw suppliers

5-Hydroxyquinoline-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Hydroxyquinoline-2-carbonitrile

There total 1 articles about 5-Hydroxyquinoline-2-carbonitrile 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:

trimethylsilyl cyanide (7677-24-9) + 5-hydroxylquinoline N-oxide (188530-04-3) → 2-cyano-5-hydroxylquinoline (586413-05-0)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 12h;

Reference yield:

N-benzoyl-N'-cyanomethylpiperazine (474010-69-0) + 2-cyano-5-hydroxylquinoline (586413-05-0) → N-(benzoyl)-N'-[2-(5-hydroxyl-quinolin-2-yl)-2-imino-1-cyano-ethyl]-piperazine

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; for 10h;

Reference yield:

2-cyano-5-hydroxylquinoline (586413-05-0) → N-[(1-benzyl-5-methoxy-1,2,3,4-tetrahydroquinolin-2-yl)methyl]propionamide

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 15 h / 20 °C

2: nickel; ammonia; hydrogen / ethanol; tetrahydrofuran / 16 h / 60 °C / 3040.2 Torr

3: triethylamine / tetrahydrofuran / 1 h / 20 °C

4: triethylamine / toluene / 2 h / Reflux

With ammonia; hydrogen; nickel; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; acetone; toluene;

DOI:10.1021/acs.jmedchem.5b01066

upstream raw materials:

trimethylsilyl cyanide

5-hydroxylquinoline N-oxide

Downstream raw materials:

5-hydroxyquinoline-2-carboxylic acid

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