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2-Amino-6-chloropyridine

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2-Amino-6-chloropyridine Basic information

Product Name:
2-Amino-6-chloropyridine
Synonyms:
  • 2-Pyridinamine,6-chloro
  • 2-amino-6-chloro-pyridin
  • 6-CHLOROPYRIDIN-2-YLAMINE
  • 6-CHLORO-2-PYRIDINAMINE
  • 6-AMINO-2-CHLOROPYRIDINE
  • 2-CHIORO-6-AMINOPYRIDINE
  • 2-AMINO-6-CHLOROPYRIDINE (6-CHLOROPYRIDIN-2-YLAMINE)
  • 2-Pyridinamine,6-chloro-(9CI)
CAS:
45644-21-1
MF:
C5H5ClN2
MW:
128.56
EINECS:
629-259-3
Product Categories:
  • PYRIDINE
  • pyridine derivative
  • Amines
  • Pyridines
  • Building Blocks
  • C5
  • C5 to C6
  • Chemical Synthesis
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • amine| alkyl chloride
  • Isoquinolines ,Heterocyclic Acids
Mol File:
45644-21-1.mol
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2-Amino-6-chloropyridine Chemical Properties

Melting point:
69-73 °C
Boiling point:
255.7±20.0 °C(Predicted)
Density 
1.326±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
2.76±0.24(Predicted)
form 
Powder or Low Melting Solid
color 
Orange to light brown
BRN 
108669
InChI
InChI=1S/C5H5ClN2/c6-4-2-1-3-5(7)8-4/h1-3H,(H2,7,8)
InChIKey
OBYJTLDIQBWBHM-UHFFFAOYSA-N
SMILES
C1(N)=NC(Cl)=CC=C1
CAS DataBase Reference
45644-21-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36/37-36
WGK Germany 
3
RTECS 
US1813350
Hazard Note 
Harmful/Irritant
HazardClass 
IRRITANT
HS Code 
29333990

MSDS

  • Language:English Provider:ALFA
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2-Amino-6-chloropyridine Usage And Synthesis

Chemical Properties

White to light yellow powder

Uses

Substrate used in a Ni(II)-catalyzed homo-coupling providing diamino-2,2′-bipyridine.

Uses

2-Amino-6-chloropyridine used in a Ni(II)-catalyzed homo-coupling providing diamino-2,2′-bipyridine.

Synthesis

94166-64-0

45644-21-1

The general procedure for the synthesis of 2-amino-6-chloropyridine from 2-chloro-6-nitropyridine was as follows: the TAPEHA-Pd catalyst (0.015 g) was added to EtOH/water (1:1, 20 mL) solution containing nitroaromatics (1.0 mmol). Upon slow addition of NaBH4 (4.0 mmol), the color of the reaction mixture gradually changed to black within a few minutes, indicating the formation of palladium nanoparticles (TAPEHA-PdNPs). The reaction was stirred continuously for 1.5 h at room temperature and atmospheric pressure. After completion of the reaction, the catalyst was removed by filtration and the reaction solution was extracted with EtOAc (3 × 30 mL). The organic layers were combined, dried with MgSO4 and subsequently concentrated under vacuum.

References

[1] Turkish Journal of Chemistry, 2017, vol. 41, # 5, p. 784 - 792
[2] Catalysis Communications, 2015, vol. 67, p. 64 - 67

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