4-Amino-2-fluoro-5-nitrobenzonitrile

Base Information

• Chemical Name: 4-Amino-2-fluoro-5-nitrobenzonitrile
• CAS No.: 143151-03-5
• Molecular Formula: C7H4 F N3 O2
• Molecular Weight: 181.126
• DSSTox Substance ID: DTXSID20439555
• Wikidata: Q82255531
• Mol file: 143151-03-5.mol

Synonyms:4-AMINO-2-FLUORO-5-NITROBENZONITRILE;143151-03-5;SCHEMBL458453;4-cyano-3-fluoro-6-nitroaniline;4-cyano-5-fluoro-2-nitroaniline;DTXSID20439555;XAHREBHCCFVAHU-UHFFFAOYSA-N;AC4242;MFCD12828088;AKOS015911681;Benzonitrile,4-amino-2-fluoro-5-nitro-;BS-25285;SY250954;CS-0208797;FT-0706544;EN300-396596

Chemical Property of 4-Amino-2-fluoro-5-nitrobenzonitrile

Chemical Property:

• PSA: 95.63000
• LogP: 2.29218
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 181.02875454
• Heavy Atom Count: 13
• Complexity: 256

Purity/Quality:

97% ^*data from raw suppliers

4-Cyano-5-fluoro-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1[N+](=O)[O-])N)F)C#N
• Uses: 4-Cyano-5-fluoro-2-nitroaniline, can be used in the synthesis of more complex oharmacetucal and biologically active compounds. It is used in the preparation of radiofluorinated quinoxalinedione derivatives as putative ligands of the AMPA receptor.

Technology Process of 4-Amino-2-fluoro-5-nitrobenzonitrile

There total 4 articles about 4-Amino-2-fluoro-5-nitrobenzonitrile 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: 100.0%

2,4-difluoro-5-nitrobenzonitrile (67152-20-9) → 4-amino-2-fluoro-5-nitrobenzonitrile (143151-03-5)

Guidance literature:

With ammonium hydroxide; at 0 - 20 ℃; for 3h;

Reference yield:

ammonium hydroxide (1336-21-6) + 2,4-difluoro-5-nitrobenzonitrile (67152-20-9) → 4-amino-2-fluoro-5-nitrobenzonitrile (143151-03-5)

Guidance literature:

In ethanol;

Reference yield:

2,4-difluorobenzonitrile (3939-09-1,103496-86-2) → 4-amino-2-fluoro-5-nitrobenzonitrile (143151-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: KNO₃; 18 N H₂SO₄

2: NH₃

With sulfuric acid; ammonia; potassium nitrate;

DOI:10.1016/S0960-894X(02)00311-6

upstream raw materials:

2,4-difluoro-5-nitrobenzonitrile

2,4-difluorobenzonitrile

ammonium hydroxide

Downstream raw materials:

4-cyano-5-(1H-imidazol-1-yl)-2-nitroaniline

2-fluoro-4,5-diaminobenzonitrile

2-fluoro-4,5-diaminobenzamidine