Basic information Description Preparation Safety Supplier Related
ChemicalBook >  Product Catalog >  Organic Chemistry >  Hydrocarbons and derivatives >  Hydrocarbon nitrification >  5-Chloro-2-nitroaniline

5-Chloro-2-nitroaniline

Basic information Description Preparation Safety Supplier Related

5-Chloro-2-nitroaniline Basic information

Product Name:
5-Chloro-2-nitroaniline
Synonyms:
  • TIMTEC-BB SBB003828
  • 2-AMINO-4-CHLORO-NITROBENZENE
  • 5-CHLORO-2-NITROANILINE
  • 5-CHLORO-2-NITROBENZENAMINE
  • 5-chloro-2-nitro-benzenamin
  • Benzenamine, 5-chloro-2-nitro-
  • 2-NITRO-5-CHLOROANILINE
  • 2-Amino-4-chloro-1-nitrobenzene
CAS:
1635-61-6
MF:
C6H5ClN2O2
MW:
172.57
EINECS:
216-661-5
Product Categories:
  • Pyrimidines
  • API intermediates
Mol File:
1635-61-6.mol
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5-Chloro-2-nitroaniline Chemical Properties

Melting point:
125-129 °C (dec.)(lit.)
Boiling point:
200°C (rough estimate)
Density 
1.5610 (rough estimate)
refractive index 
1.5870 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
soluble in Chloroform, Methanol
form 
Liquid
pka
-1.46±0.25(Predicted)
color 
Clear colorless to light yellow
BRN 
2210201
InChIKey
ZCWXYZBQDNFULS-UHFFFAOYSA-N
CAS DataBase Reference
1635-61-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T+,N,T
Risk Statements 
26/27/28-33-51/53
Safety Statements 
28-36/37-45-61-28A
RIDADR 
UN 2237 6.1/PG 3
WGK Germany 
3
9-23
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214210

MSDS

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5-Chloro-2-nitroaniline Usage And Synthesis

Description

2-Nitro-5-chloroaniline is an important pharmaceutical and veterinary drug intermediate. It has been applied in the upgraded product of veterinary drug albendazole-fenbendazole, and has a broad market prospect.

Preparation

Add 2.46mol of 2,4-dichloronitrobenzene, 7.72mol of toluene to a 3L autoclave, seal the autoclave, replace the air with nitrogen, then pass in 14.1mol of liquid ammonia, increase the temperature to 160℃, continue the reaction for 8h, and then lower the temperature to 40℃, drain the excess ammonia gas, open the kettle, add the obtained solid-liquid mixture to 800mL of water, continue to cool to 10℃, filter, add the resulting filter cake to the water, continue beating and filtering, the obtained solid is crystallized with methanol to obtain 388g , yield 91.2%, the purity of the liquid phase external standard is 99.5%.

Chemical Properties

yellow to orange powder

Uses

5-Chloro-2-nitroaniline is a useful synthetic intermediate. It can be used as a reagent to synthesize benzamide derivatives as histone deacetylase inhibitors. It is an intermediate used to synthesize 1-Nitro Febantel a Febantel impurity.

Uses

5-Chloro-2-nitroaniline was used in the synthesis of 5-(4-substituted piperazin-1-yl)-2-nitroanilines and 5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates.

Application

5-Chloro-2-nitroaniline was used in the synthesis of 5-(4-substituted piperazin-1-yl)-2-nitroanilines and 5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates.
The coupling of divinylbenzene cross-linked polystyrene with 5-chloro-2-nitroaniline followed by oxidative decyanation afforded benzophenone.

General Description

The coupling of divinylbenzene cross-linked polystyrene with 5-chloro-2-nitroaniline followed by oxidative decyanation afforded benzophenone.

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