4-Chloroquinoline-3-carbonitrile

Base Information

• Chemical Name: 4-Chloroquinoline-3-carbonitrile
• CAS No.: 69875-49-6
• Molecular Formula: C10H5ClN2
• Molecular Weight: 188.61
• European Community (EC) Number: 853-635-8
• DSSTox Substance ID: DTXSID60499416
• Mol file: 69875-49-6.mol

Synonyms:4-Chloroquinoline-3-carbonitrile;69875-49-6;4-Chloro-3-cyanoquinoline;4-Chloro-quinoline-3-carbonitrile;MFCD03093327;3-Quinolinecarbonitrile, 4-chloro-;SCHEMBL1346465;DTXSID60499416;AKOS000179101;AC-7097;SB67537;DS-13932;SY003963;CS-0001132;EN300-44043;A836678

Chemical Property of 4-Chloroquinoline-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.667
• Boiling Point: 348.234 °C at 760 mmHg
• Flash Point: 164.406 °C
• PSA: 36.68000
• Density: 1.363 g/cm³
• LogP: 2.75988
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 188.0141259
• Heavy Atom Count: 13
• Complexity: 232

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloroquinoline-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(C=N2)C#N)Cl
• Uses: 4-Chloroquinoline-3-carbonitrile acts as a reagent in the synthesis and in Src kinase inhibitory activity of a series of 4-Phenylamino-3-quinolinecarbonitriles.

Technology Process of 4-Chloroquinoline-3-carbonitrile

There total 6 articles about 4-Chloroquinoline-3-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: 3.0%

4-(4-Methyl-piperazino)-anilin (16153-81-4) + 4-hydroxyquinoline-3-carbonitrile (2305-70-6) → 4-[4-(4-Methylpiperazin-1-yl)phenylamino]quinoline-3-carbonitrile + 4-chlro-3-cyanoquinoline (69875-49-6)

Guidance literature:

Reference yield:

4-hydroxyquinoline-3-carbonitrile (2305-70-6) → 4-chlro-3-cyanoquinoline (69875-49-6)

Guidance literature:

With trichlorophosphate;

Reference yield:

methyl 2-(N,N-dimethyl-N'-formamidinyl)benzoate (113290-32-7) → 4-chlro-3-cyanoquinoline (69875-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / -78 °C

1.2: AcOH / 20 °C

2.1: POCl₃ / Heating

With trichlorophosphate; In tetrahydrofuran;

DOI:10.1016/S0960-894X(00)00580-1

upstream raw materials:

1,4-Dihydro-4-oxo-quinoline-3-carbonitrile

methyl 2-(N,N-dimethyl-N'-formamidinyl)benzoate

2-carbomethoxyaniline

4-(4-Methyl-piperazino)-anilin

Downstream raw materials:

4-(4-Phenyl-piperazin-1-yl)-quinoline-3-carbonitrile