4-Chloro-5-fluoro-2-nitroaniline

Base Information

• Chemical Name: 4-Chloro-5-fluoro-2-nitroaniline
• CAS No.: 428871-64-1
• Molecular Formula: C6H4ClFN2O2
• Molecular Weight: 190.561
• Hs Code.: 2921420090
• DSSTox Substance ID: DTXSID00440321
• Wikidata: Q82256596
• Mol file: 428871-64-1.mol

Synonyms:4-Chloro-5-fluoro-2-nitroaniline;428871-64-1;2-Amino-5-chloro-4-fluoronitrobenzene;MFCD12828238;SCHEMBL3574721;DTXSID00440321;IVUBVUIBVDTNAT-UHFFFAOYSA-N;2-Nitro-4-chloro-5-Fluoroaniline;AMY14590;AKOS014313944;4-chloro-5-fluoro-2-nitro-phenylamine;DS-2091;SY111315;FT-0710630;A850157

Chemical Property of 4-Chloro-5-fluoro-2-nitroaniline

Chemical Property:

• Boiling Point: 321.6±37.0 °C(Predicted)
• PKA: -2.14±0.25(Predicted)
• PSA: 71.84000
• Density: 1.591±0.06 g/cm3(Predicted)
• LogP: 3.07390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 189.9945332
• Heavy Atom Count: 12
• Complexity: 187

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-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(=C1F)Cl)[N+](=O)[O-])N

Technology Process of 4-Chloro-5-fluoro-2-nitroaniline

There total 3 articles about 4-Chloro-5-fluoro-2-nitroaniline 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: 90.0%

4-chloro-3-fluoroaniline (367-22-6) → 4-chloro-5-fluoro-2-nitro-aniline (428871-64-1)

Guidance literature:

4-chloro-3-fluoroaniline; With potassium nitrate; trifluoroacetic anhydride; at 20 ℃; for 12h;

With potassium carbonate; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2008.04.037

Reference yield:

N-(4-Chloro-5-fluoro-2-nitro-phenyl)-acetamide (1026523-37-4) → 4-chloro-5-fluoro-2-nitro-aniline (428871-64-1)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.25h;

DOI:10.1021/jm00010a023

Reference yield:

N-(4-chloro-3-fluorophenyl)acetamide (351-31-5) → 4-chloro-5-fluoro-2-nitro-aniline (428871-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60percent nitric acid, conc. sulfuric acid / 1.) 0 deg C, 10 min, 2.) RT, 30 min

2: conc. sulfuric acid / 0.25 h / 100 °C

With sulfuric acid; nitric acid;

DOI:10.1021/jm00010a023

upstream raw materials:

N-(4-Chloro-5-fluoro-2-nitro-phenyl)-acetamide

4-chloro-3-fluoroaniline

N-(4-chloro-3-fluorophenyl)acetamide

Downstream raw materials:

4-chloro-5-fluorobenzene-1,2-diamine

1,2-diamino-4-fluoro-5-(4-phenyl-1-piperazinyl)benzene

Refernces

• 1、 Okamoto, Osamu,Kobayashi, Kensuke,Kawamoto, Hiroshi,Ito, Satoru,Yoshizumi, Takashi,Yamamoto, Izumi,Hashimoto, Masaya,Shimizu, Atsushi,Takahashi, Hiroyuki,Ishii, Yasuyuki,Ozaki, Satoshi,Ohta, Hisashi. "Novel ORL1-selective antagonists with oral bioavailability and brain penetrability". scheme or table. p. 3282 - 3285. Retrieved 2009/04/06.
• 2、 Monge, Antonio,Palop, Juan A.,Cerain, Adela Lopez de,Senador, Virginia,Martinez-Crespo, Francisko J.,et al.. "Hypoxia-Selective Agents Derived from Quinoxaline 1,4-Di-N-oxides". . p. 1786 - 1792. Retrieved 2007/10/02.