5-Chloro-4-cyano-2-nitroaniline

Base Information

• Chemical Name: 5-Chloro-4-cyano-2-nitroaniline
• CAS No.: 172455-36-6
• Molecular Formula: C7H4ClN3O2
• Molecular Weight: 197.581
• Mol file: 172455-36-6.mol

Synonyms:5-Chloro-4-cyano-2-nitroaniline;4-Amino-2-chloro-5-nitro-benzonitrile;4-AMINO-5-nitro-2-CHLOROBENZONITRILE

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

Chemical Property:

• PSA: 95.63000
• LogP: 2.80648
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-4-cyano-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Chloro-4-cyano-2-nitroaniline, is used as an intermediate in the synthesis of pharmaceutical compounds, including inhibitors, and anticancer compounds.

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

There total 5 articles about 5-Chloro-4-cyano-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: 99.0%

N-(4-chloro-5-cyano-2-nitro-phenyl)-acetamide (1193384-15-4) → 2-chloro-4-amino-5-nitrobenzonitrile (172455-36-6)

Guidance literature:

N-(4-chloro-5-cyano-2-nitro-phenyl)-acetamide; With hydrogenchloride; In water; at 60 ℃; for 18h; Reflux;

With sodium hydrogencarbonate; In water; pH=9;

Reference yield:

2-chloro-4-fluoro-5-nitrobenzonitrile (183325-39-5) → 2-chloro-4-amino-5-nitrobenzonitrile (172455-36-6)

Guidance literature:

With ammonium hydroxide;

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

Reference yield:

2-chloro-5-aminobenzonitrile (35747-58-1) → 2-chloro-4-amino-5-nitrobenzonitrile (172455-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap / toluene / 1.5 h / Reflux

2.1: sulfuric acid; potassium nitrate / 0 °C

3.1: hydrogenchloride / water / 18 h / 60 °C / Reflux

3.2: pH 9

With hydrogenchloride; sulfuric acid; potassium nitrate; dmap; In water; toluene;

upstream raw materials:

2-chloro-4-fluoro-5-nitrobenzonitrile

2-chloro-4-fluorobenzonitrile

N-(4-chloro-5-cyano-2-nitro-phenyl)-acetamide

2-chloro-5-aminobenzonitrile

Downstream raw materials:

4-cyano-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine

2-chloro-4,5-diaminobenzonitrile

4-cyano-3-(4-oxo-4H-pyridin-1-yl)-6-nitroaniline

Refernces

• 1、 -. "BENZOIMIDAZOLES AS PROLYL HYDROXYLASE INHIBITORS". Page/Page column 79. . Retrieved 2009/12/05.