3-Amino-5-bromobenzofuran-2-carbonitrile

Base Information

• Chemical Name: 3-Amino-5-bromobenzofuran-2-carbonitrile
• CAS No.: 636992-54-6
• Molecular Formula: C₉H₅BrN₂O
• Molecular Weight: 237.055
• DSSTox Substance ID: DTXSID60453513
• Wikidata: Q82274666
• Mol file: 636992-54-6.mol

Synonyms:3-Amino-5-bromobenzofuran-2-carbonitrile;636992-54-6;3-AMINO-5-BROMO-1-BENZOFURAN-2-CARBONITRILE;3-AMINO-5-BROMO-2-CYANO-BENZOFURAN;SCHEMBL13102910;DTXSID60453513

Chemical Property of 3-Amino-5-bromobenzofuran-2-carbonitrile

Chemical Property:

• Boiling Point: 402.7±45.0 °C(Predicted)
• PKA: -1.97±0.10(Predicted)
• Density: 1.78±0.1 g/cm3(Predicted)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 235.95853
• Heavy Atom Count: 13
• Complexity: 249

Purity/Quality:

98% ^*data from raw suppliers

3-Amino-5-bromobenzofuran-2-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=C(O2)C#N)N

Technology Process of 3-Amino-5-bromobenzofuran-2-carbonitrile

There total 3 articles about 3-Amino-5-bromobenzofuran-2-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%

5-bromo-2-hydroxybenzonitrile (40530-18-5) + chloroacetonitrile (107-14-2) → 3-amino-5-bromo-benzofuran-2-carbonitrile (636992-54-6)

Guidance literature:

With potassium carbonate; In acetonitrile; for 13h; Reflux;

Reference yield: 50.5%

5-bromo-2-cyanomethoxy-benzonitrile (636992-52-4) → 3-amino-5-bromo-benzofuran-2-carbonitrile (636992-54-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 82 ℃; for 3h;

DOI:10.1039/b312682j

Reference yield:

5-bromo-2-hydroxybenzonitrile (40530-18-5) → 3-amino-5-bromo-benzofuran-2-carbonitrile (636992-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.4 percent / K₂CO₃ / acetone / 56 °C

2: 50.5 percent / K₂CO₃ / acetonitrile / 3 h / 82 °C

With potassium carbonate; In acetone; acetonitrile;

DOI:10.1039/b312682j

upstream raw materials:

5-bromo-2-cyanomethoxy-benzonitrile

5-bromo-2-hydroxybenzonitrile

chloroacetonitrile