5-AMINO-2-FLUOROBENZONITRILE

Base Information

• Chemical Name: 5-AMINO-2-FLUOROBENZONITRILE
• CAS No.: 77123-60-5
• Molecular Formula: C7H5FN2
• Molecular Weight: 135.141
• Hs Code.: 2921420090
• Mol file: 77123-60-5.mol

Synonyms:3-ETHYNYL-4-FLUOROANILINE;2-FLUORO-5-AMINOBENZONITRILE;Benzenamine, 3-ethynyl-4-fluoro- (9CI);

Chemical Property of 5-AMINO-2-FLUOROBENZONITRILE

Chemical Property:

• Vapor Pressure: 0.0258mmHg at 25°C
• Melting Point: 92-96 °C(lit.)
• Refractive Index: 1.561
• Boiling Point: 247.3°C at 760 mmHg
• PKA: 3.73±0.10(Predicted)
• Flash Point: 114.1°C
• PSA: 26.02000
• Density: 1.16g/cm³
• LogP: 1.97040
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

3-Ethynyl-4-fluoroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38-41
• Safety Statements: 26-39

MSDS Files:

Useful:

Technology Process of 5-AMINO-2-FLUOROBENZONITRILE

There total 6 articles about 5-AMINO-2-FLUOROBENZONITRILE 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%

4-fluoro-3-<(trimethylsilyl)ethynyl>aniline (77123-63-8) → 3-ethynyl-4-fluoroaniline (77123-60-5)

Guidance literature:

With methanol; potassium hydroxide; at 20 ℃;

Reference yield:

2-bromo-1-fluoro-4-nitrobenzene (701-45-1) → 3-ethynyl-4-fluoroaniline (77123-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 63.8 percent / iron filings / methanol / 16 h / Heating

2: tris(2-tolyl)phosphine, palladium(II) acetate, triethylamine / 22 h / 90 - 100 °C

3: potassium carbonate / methanol / 16 h / 25 °C

With palladium diacetate; iron; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; In methanol;

DOI:10.1021/jo00324a015

Reference yield:

o-fluorobromobenzene (1072-85-1) → 3-ethynyl-4-fluoroaniline (77123-60-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / 69.8percent nitric acid, conc. H₂SO₄ / 16 h / 20 °C

2: 63.8 percent / iron filings / methanol / 16 h / Heating

3: tris(2-tolyl)phosphine, palladium(II) acetate, triethylamine / 22 h / 90 - 100 °C

4: potassium carbonate / methanol / 16 h / 25 °C

With sulfuric acid; nitric acid; palladium diacetate; iron; potassium carbonate; triethylamine; tris-(o-tolyl)phosphine; In methanol;

DOI:10.1021/jo00324a015

upstream raw materials:

4-fluoro-3-<(trimethylsilyl)ethynyl>aniline

o-fluorobromobenzene

2-bromo-1-fluoro-4-nitrobenzene

3-bromo-4-fluoroaniline

Downstream raw materials:

4-((3-ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

C₂₀H₁₄FN₃O₄

4-((3-ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate