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4-AMINO-3-FORMYLPYRIDINE

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4-AMINO-3-FORMYLPYRIDINE Basic information

Product Name:
4-AMINO-3-FORMYLPYRIDINE
Synonyms:
  • 4-AMINO-3-FORMYLPYRIDINE
  • 4-AMINO-3-PYRIDINECARBOXALDEHYDE
  • 4-AMINONICOTINALDEHYDE
  • 4-AMINO-PYRIDINE-3-CARBALDEHYDE
  • 4-AMINOPYRIDINE-3-CARBOXALDEHYDE
  • 4-Aminopyridine-3-carboxaldehyde,4-Aminonicotinaldehyde
  • 4-Aminopyridine-3-carboxaldehyde, tech. 85%
  • Zinc01495001
CAS:
42373-30-8
MF:
C6H6N2O
MW:
122.12
Product Categories:
  • Pyridine series
  • Aldehydes
  • Pyridines
  • Pyridine
Mol File:
42373-30-8.mol
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4-AMINO-3-FORMYLPYRIDINE Chemical Properties

Melting point:
97-98
Boiling point:
342.2±27.0 °C(Predicted)
Density 
1.264±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly)
form 
Powder
pka
6.96±0.12(Predicted)
color 
White to light yellow to cream
Sensitive 
Air Sensitive
CAS DataBase Reference
42373-30-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-43-22
Safety Statements 
26-36/37/39-36/37
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933399990

MSDS

  • Language:English Provider:ALFA
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4-AMINO-3-FORMYLPYRIDINE Usage And Synthesis

Uses

4-Aminonicotinaldehyde acts as a reagent used in the preparation of 2,3-disubstituted 1,6-naphthyridines as a potential diurectic agents.

Synthesis

86847-71-4

42373-30-8

Synthesis of Example 25C 4-Aminonicotinaldehyde: Example 25B (870 mg, 4.2 mmol) was dissolved in a 3N aqueous hydrochloric acid solution (10 mL), heated to reflux and held overnight. Upon completion of the reaction, it was extracted three times with ether to remove impurities. Subsequently, the pH of the aqueous layer was adjusted to greater than 7 with solid K2CO3 and extracted six times with a 20% isopropanol/chloroform mixture to collect the product. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated to afford the target compound 4-amino-3-pyridinecarboxaldehyde (450 mg, 87% yield).

References

[1] Patent: US2003/187026, 2003, A1
[2] Patent: US2003/199511, 2003, A1. Location in patent: Page/Page column 24
[3] Journal of Organic Chemistry, 1983, vol. 48, # 20, p. 3401 - 3408
[4] Synthesis, 1999, # 6, p. 959 - 964
[5] Patent: WO2013/13817, 2013, A1. Location in patent: Page/Page column 144

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