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2-Amino-6-methyl-5-nitropyridine

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2-Amino-6-methyl-5-nitropyridine Basic information

Product Name:
2-Amino-6-methyl-5-nitropyridine
Synonyms:
  • 2-Amino-5-nitro-6-methylpyridi
  • 6-Amino-3-Nitro-2-Picolin
  • 2-AMINO-5-NITRO-6-PICOLINE (2-AMINO-6-METHYL-5-NITROPYRIDINE)
  • 6-METHYL-5-NITRO-PYRIDIN-2-YLAMINE
  • 6-AMINO-2-METHYL-3-NITROPYRIDINE
  • 6-AMINO-3-NITRO-2-METHYLPYRIDINE
  • 6-AMINO-3-NITRO-2-PICOLINE
  • 2-AMINO-5-NITRO-6-METHYL PYRIDINE
CAS:
22280-62-2
MF:
C6H7N3O2
MW:
153.14
Product Categories:
  • Pyridine
  • Pyridines derivates
  • Pyridine series
  • Amino-pyridine series
  • Pyridines
  • Amines
  • Boronic Acid
Mol File:
22280-62-2.mol
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2-Amino-6-methyl-5-nitropyridine Chemical Properties

Melting point:
185-189 °C
Boiling point:
276.04°C (rough estimate)
Density 
1.3682 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
2.97±0.37(Predicted)
form 
Powder
color 
Yellow
InChIKey
BGMZTBKXOFFTBJ-UHFFFAOYSA-N
CAS DataBase Reference
22280-62-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-20/21/22
Safety Statements 
36/37/39-26-22-36
HazardClass 
6.1
HS Code 
29333999

MSDS

  • Language:English Provider:ACROS
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2-Amino-6-methyl-5-nitropyridine Usage And Synthesis

Chemical Properties

Light yellow Cryst

Synthesis

1824-81-3

22280-62-2

General procedure for the synthesis of 2-amino-5-nitro-6-methylpyridine from 2-amino-6-methylpyridine: 10 mL of concentrated sulfuric acid was cooled to 0-1 °C and 2-amino-6-methylpyridine (20 g) was slowly added, keeping the temperature at 0 °C. Subsequently, 110 mL of nitric acid in the ratio of 1:1 by volume was slowly added, stirred at -1 °C and continued stirring at room temperature for 30 min. The reaction mixture was warmed up to 50 °C for 11 hours. After completion of the reaction, the reaction solution was extracted with ethyl acetate (EA). The ethyl acetate layer was washed with ammonia and then the ammonia layer was concentrated. Eventually, the solid product 2-amino-5-nitro-6-methylpyridine (18 g) was precipitated in 75% yield.

References

[1] Patent: CN105906621, 2016, A. Location in patent: Paragraph 0019
[2] Patent: WO2005/42464, 2005, A1. Location in patent: Page/Page column 32-33
[3] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 8, p. 1858 - 1868
[4] Patent: WO2009/30725, 2009, A2. Location in patent: Page/Page column 58
[5] Patent: EP1857444, 2007, A1. Location in patent: Page/Page column 20

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