4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline

Base Information

• Chemical Name: 4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline
• CAS No.: 214476-09-2
• Molecular Formula: C12H8ClN3O3
• Molecular Weight: 277.667
• DSSTox Substance ID: DTXSID80451854
• Wikidata: Q82272115
• Mol file: 214476-09-2.mol

Synonyms:4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline;214476-09-2;4-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile;4-chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile;4-Chloro-7-ethoxy-6-nitro-3-quinolinecarbonitrile;SCHEMBL1892242;DTXSID80451854;PTCUBEZCMHJCMK-UHFFFAOYSA-N;BCP21725;MFCD13181070;BS-15905;CS-0001119;FT-0664582;4-chloro-6-nitro-3-cyano-7-ethoxy quinoline;F13701;3-Quinolinecarbonitrile,4-chloro-7-ethoxy-6-nitro-

Chemical Property of 4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline

Chemical Property:

• Vapor Pressure: 1.43E-09mmHg at 25°C
• Boiling Point: 485.3oC at 760 mmHg
• PKA: -1.04±0.41(Predicted)
• Flash Point: 247.3oC
• PSA: 91.73000
• Density: 1.47g/cm3
• LogP: 3.58998
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 277.0254188
• Heavy Atom Count: 19
• Complexity: 391

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline ^*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+](=O)[O-]
• Uses: 4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline can be used in the preparation of tyrosine kinase inhibiting antitumor agents.

Technology Process of 4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline

There total 19 articles about 4-Chloro-3-cyano-7-ethoxy-6-nitroquinoline 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%

7-ethoxy-6-nitro-4-oxo-1,4-dihydroquinoline-3-carbonitrile → 4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile (214476-09-2)

Guidance literature:

With trichlorophosphate; for 3h; Heating;

Reference yield: 87.0%

7-Ethoxy-4-hydroxy-6-nitro-quinoline-3-carbonitrile (214476-08-1) → 4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile (214476-09-2)

Guidance literature:

With trichlorophosphate; for 2.5h; Heating;

DOI:10.1021/jm020241c

Reference yield: 86.9%

→ 4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile (214476-09-2)

Guidance literature:

upstream raw materials:

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

5-methoxy-2-methyl-4-nitroaniline

3-(ethyloxy)-4-nitroaniline

5-methoxy-2-methyl-4-nitroacetanilide

Downstream raw materials:

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

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

N-[4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxy-6-quinolinyl]-2-butenamide

pelitinib

Refernces

• 1、 -. "1,2-DITHIOLANE AND DITHIOL COMPOUNDS USEFUL IN TREATING MUTANT EGFR-MEDIATED DISEASES AND CONDITIONS". Paragraph 0291; 0292. . Retrieved 2018/08/09.
• 2、 -. "Substituted 3-cyanoquinolines as protein tyrosine kinases inhibitors". Page/Page column 55. . Retrieved 2008/12/07.