6-Amino-4-chloro-7-ethoxyquinoline-3-carbonitrile

Base Information

• Chemical Name: 6-Amino-4-chloro-7-ethoxyquinoline-3-carbonitrile
• CAS No.: 848133-87-9
• Molecular Formula: C12H10ClN3O
• Molecular Weight: 247.684
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60459494
• Wikidata: Q72434398
• Mol file: 848133-87-9.mol

Synonyms:848133-87-9;6-AMINO-4-CHLORO-7-ETHOXYQUINOLINE-3-CARBONITRILE;3-QUINOLINECARBONITRILE, 6-AMINO-4-CHLORO-7-ETHOXY-;SCHEMBL13503087;DTXSID60459494;BCP25979;AKOS015962655;AB49292;FT-0743475;3-Quinolinecarbonitrile,6-amino-4-chloro-7-ethoxy-;6-AMINO-4-CHLORO-7-ETHOXY-3-QUINOLINECARBONITRILE

Chemical Property of 6-Amino-4-chloro-7-ethoxyquinoline-3-carbonitrile

Chemical Property:

• Vapor Pressure: 2.02E-08mmHg at 25°C
• Boiling Point: 453.7±40.0 °C(Predicted)
• PKA: 1.35±0.41(Predicted)
• PSA: 71.93000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 3.32198
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 247.0512396
• Heavy Atom Count: 17
• Complexity: 316

Purity/Quality:

97% ^*data from raw suppliers

6-Amino-4-chloro-7-ethoxy-3-quinolinecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C2C(=C1)N=CC(=C2Cl)C#N)N
• Uses: 6-Amino-4-chloro-7-ethoxy-3-quinolinecarbonitrile was used in the study for synthesis and structure-activity relationships of potent antitumor active quinoline and naphthyridine derivatives.

Technology Process of 6-Amino-4-chloro-7-ethoxyquinoline-3-carbonitrile

There total 6 articles about 6-Amino-4-chloro-7-ethoxyquinoline-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: 92.0%

4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile (214476-09-2) → 6-amino-4-chloro-7-ethoxyquinoline-3-carbonitrile (848133-87-9)

Guidance literature:

With pyrographite; hydrazine hydrate; copper dichloride; zinc(II) chloride; In ethanol; water; at 50 - 60 ℃; for 1.5h;

Reference yield:

7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile (848133-76-6) → 6-amino-4-chloro-7-ethoxyquinoline-3-carbonitrile (848133-87-9)

Guidance literature:

With hydrogenchloride; In water; at 0 - 50 ℃;

Reference yield:

2-(4-ethoxy-2-chloro-5-nitrobenzoyl)-3-aminoacrylonitrile → 6-amino-4-chloro-7-ethoxyquinoline-3-carbonitrile (848133-87-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 - 60 °C

2: trichlorophosphate / 3 h / Heating

3: copper dichloride; zinc(II) chloride; hydrazine hydrate; pyrographite / ethanol; water / 1.5 h / 50 - 60 °C

With potassium carbonate; pyrographite; hydrazine hydrate; copper dichloride; zinc(II) chloride; trichlorophosphate; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile

7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile

7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile

3-(ethyloxy)-4-nitroaniline

Downstream raw materials:

4-chloro-6-(5-(dimethylamino)-2-oxopent-3-enyl)-7-ethoxyquinoline-3-carbonitrile

6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile

4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-amino-7-ethoxyquinoline-3-carbonitrile