3-Cinnolinecarboxylic acid, 4-amino-7-chloro-6-fluoro-, hydrate

Base Information

• Chemical Name: 3-Cinnolinecarboxylic acid, 4-amino-7-chloro-6-fluoro-, hydrate
• CAS No.: 159831-73-9
• Molecular Formula: C₉H₅ClFN₃O₂
• Molecular Weight: 241.609
• DSSTox Substance ID: DTXSID80166734
• Nikkaji Number: J625.731C
• Wikidata: Q83035974
• Mol file: 159831-73-9.mol

Synonyms:159831-73-9;3-Cinnolinecarboxylic acid, 4-amino-7-chloro-6-fluoro-, hydrate;4-amino-7-chloro-6-fluorocinnoline-3-carboxylic acid;4-Amino-7-chloro-6-fluoro-3-cinnolinecarboxylic acid hydrate;C9H5ClFN3O2.H2O;SCHEMBL5810397;DTXSID80166734;C9-H5-Cl-F-N3-O2.H2-O;LS-54271;6-Fluoro-7-chloro-4-aminocinnoline-3-carboxylic acid

Chemical Property of 3-Cinnolinecarboxylic acid, 4-amino-7-chloro-6-fluoro-, hydrate

Chemical Property:

• Vapor Pressure: 1.98E-09mmHg at 25°C
• Boiling Point: 464.6°C at 760 mmHg
• Flash Point: 234.8°C
• Density: 1.713g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 241.0054323
• Heavy Atom Count: 16
• Complexity: 294

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1F)Cl)N=NC(=C2N)C(=O)O

Technology Process of 3-Cinnolinecarboxylic acid, 4-amino-7-chloro-6-fluoro-, hydrate

There total 5 articles about 3-Cinnolinecarboxylic acid, 4-amino-7-chloro-6-fluoro-, hydrate 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: 78.2%

4-amino-7-chloro-6-fluorocinnoline-3-carboxamide (159831-72-8) → 4-amino-7-chloro-6-fluorocinnoline-3-carboxylic acid (159831-73-9)

Guidance literature:

With sulfuric acid; at 80 - 100 ℃;

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → 4-amino-7-chloro-6-fluorocinnoline-3-carboxylic acid (159831-73-9)

Guidance literature:

Multi-step reaction with 3 steps

2: 96.7 percent / AlCl₃ / chlorobenzene / 1 h / 100 - 110 °C

3: 78.2 percent / 80percent aq. H₂SO₄ / 80 - 100 °C

With aluminium trichloride; sulfuric acid; In chlorobenzene;

Reference yield:

2-[(3-Chloro-4-fluoro-phenyl)-hydrazono]-2-cyano-acetamide (161373-26-8) → 4-amino-7-chloro-6-fluorocinnoline-3-carboxylic acid (159831-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96.7 percent / AlCl₃ / chlorobenzene / 1 h / 100 - 110 °C

2: 78.2 percent / 80percent aq. H₂SO₄ / 80 - 100 °C

With aluminium trichloride; sulfuric acid; In chlorobenzene;

upstream raw materials:

4-amino-7-chloro-6-fluorocinnoline-3-carboxamide

3-chloro-4-fluoroarylhydrazino(cyano)acetamide

3-chloro-4-fluorophenylamine

2-[(3-Chloro-4-fluoro-phenyl)-hydrazono]-2-cyano-acetamide

Downstream raw materials:

7-Chloro-6-fluoro-4-{[1-phenyl-meth-(E)-ylidene]-amino}-cinnoline-3-carboxylic acid

7-Chloro-6-fluoro-4-{[1-(4-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-cinnoline-3-carboxylic acid

7-Chloro-6-fluoro-4-[(E)-3-phenyl-prop-2-en-(E)-ylideneamino]-cinnoline-3-carboxylic acid

Refernces

• 1、 Nargund, L.V.G.,Manohara Y.N.,Hariprasad V.. "Synthesis and biological activity of 6-fluorocinnolines". . p. 1001 - 1003. Retrieved 2007/10/02.