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2-Amino-5-chloro-3-nitropyridine

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2-Amino-5-chloro-3-nitropyridine Basic information

Product Name:
2-Amino-5-chloro-3-nitropyridine
Synonyms:
  • 5-CHLORO-3-NITRO-PYRIDIN-2-YLAMINE
  • TIMTEC-BB SBB003813
  • 2-Amino-3-nitro-5-chloro pyridine
  • 2-Amino-5-chloro-3-nitrpyridine
  • 5-Chloro-3-nitro-[2]pyridylamine
  • 2-PYRIDINAMINE, 5-CHLORO-3-NITRO-
  • 2-AMINO-5-CHLORO-3-NITROPYRIDINE
  • 5-CHLORO-3-NITROPYRIDIN-2-AMINE
CAS:
5409-39-2
MF:
C5H4ClN3O2
MW:
173.56
Product Categories:
  • Thiazines ,Thiadiazoles
  • C5Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Amines
  • Pyridines
  • Chloropyridines
  • Halopyridines
  • Pyridine
Mol File:
5409-39-2.mol
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2-Amino-5-chloro-3-nitropyridine Chemical Properties

Melting point:
193-197 °C (lit.)
Boiling point:
305.8±37.0 °C(Predicted)
Density 
1.596
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
soluble in Dimethylformamide
form 
powder to crystal
pka
0.17±0.49(Predicted)
color 
Light yellow to Brown to Dark green
BRN 
383850
CAS DataBase Reference
5409-39-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333999

MSDS

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2-Amino-5-chloro-3-nitropyridine Usage And Synthesis

Chemical Properties

yellow crystalline powder

Uses

2-Amino-5-chloro-3-nitropyridine, a versatile building block, is widely used in food, health care products, cosmetics and other fields.

Synthesis

1072-98-6

5409-39-2

General procedure for the synthesis of 2-amino-3-nitro-5-chloropyridine from 2-amino-5-chloropyridine: 2-amino-5-chloropyridine (2.57 g, 20.0 mmol) was mixed with sulphuric acid (6.30 ml) at 25 °C, and nitric acid (0.860 ml, 21.1 mmol) was added slowly and dropwise over a period of 15 min. The reaction system was then warmed to 55°C with continuous stirring. After completion of the reaction, it was cooled to room temperature and the reaction mixture was slowly poured into ice water (60 g) and neutralized by adjusting the pH to 11 with aqueous sodium hydroxide solution. The precipitated solid product was collected by filtration, washed with deionized water and finally dried under reduced pressure at 50 °C to give 5-chloro-3-nitropyridin-2-amine (2.31 g, 67% yield, yellow solid).

References

[1] Synthetic Communications, 2012, vol. 42, # 19, p. 2791 - 2796
[2] Patent: WO2008/8398, 2008, A2. Location in patent: Page/Page column 369
[3] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[4] New Journal of Chemistry, 2015, vol. 39, # 5, p. 3936 - 3947
[5] Bioorganic and Medicinal Chemistry Letters, 1997, vol. 7, # 6, p. 669 - 674

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