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3-Aminopyrazole

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3-Aminopyrazole Basic information

Product Name:
3-Aminopyrazole
Synonyms:
  • 3-PYRAZOLAMINE
  • 3-AMINO-1H-PYRAZOLE
  • 3-AMINOPYRAZOLE
  • 5-AMINOPYRAZOLE
  • AKOS B007331
  • 3-Aminopyarazole
  • pyrazol-3-ylamine
  • 3-AMINOPYROZOLE
CAS:
1820-80-0
MF:
C3H5N3
MW:
83.09
EINECS:
217-338-1
Product Categories:
  • Building Blocks
  • C3 to C5
  • Miscellaneous Reagents
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Pyrazoles
  • Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines
  • Amines
  • Pyrazoles & Triazoles
  • Heterocyclic Compounds
  • Bases & Related Reagents
  • Heterocycles
  • Nucleotides
  • Pyrazoles & Triazoles
  • bc0001
Mol File:
1820-80-0.mol
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3-Aminopyrazole Chemical Properties

Melting point:
34-37 °C (lit.)
Boiling point:
218 °C/122 mmHg (lit.)
Density 
1.0248 (rough estimate)
refractive index 
1.5060 (estimate)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
soluble in Methanol
pka
15.28±0.10(Predicted)
form 
Oily Liquid or Crystalline Low Melting Solid
color 
White to light yellow
Sensitive 
Air & Light Sensitive
BRN 
1618
InChIKey
JVVRJMXHNUAPHW-UHFFFAOYSA-N
CAS DataBase Reference
1820-80-0(CAS DataBase Reference)
NIST Chemistry Reference
3(5)-aminopyrazole(1820-80-0)
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Safety Information

Hazard Codes 
C,Xi
Risk Statements 
22-34-36/37/38
Safety Statements 
26-36/37/39-45-27
RIDADR 
UN 3263 8/PG 2
WGK Germany 
3
8-10-23
Hazard Note 
Corrosive
HazardClass 
IRRITANT
HazardClass 
8
PackingGroup 
HS Code 
29331990

MSDS

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3-Aminopyrazole Usage And Synthesis

Chemical Properties

3-Aminopyrazole is Low-Melting Yellow Solid

Uses

3-Aminopyrazole is used in the preparation of heterocyclic compounds of pharamaceutical interest

Uses

Employed in a one-pot synthesis of pyrazolopyrimidines.1

Uses

3-Aminopyrazole was used in the spectroscopic characterization of ferrocenoyl peptides via 1H-NMR spectroscopy. It was also used in the synthesis of:

  • symmetrical dialkylpyrazolo[1,5-a]pyrimidines via condensation with symmetrical β-diketones
  • 3,4-annelated coumarins
  • heterocyclic compounds of pharmaceutical interest
  • pyrazolopyrimidines

General Description

3-Aminopyrazole is a heteroarylamine.

Synthesis

The synthesis of 3-Aminopyrazole is as follows:A solution of 50 mg (0.34 mmol) of 3-oxo-3-phenylpropanenitrile and 11.6 mg (0.36 mmol) of hydrazine and 0.024 mL of acetic acid (0.37 mmol) in 3 mL of anhydrous ethanol was heated at 60° C for 24 hr. The mixture was cooled to ambient temperature and the solvent removed in vacuo. The residue was taken up in ethyl acetate, washed with saturated sodium bicarbonate. The organic layer was washed with brine and dried over MgSO4, filtered and evaporated. The solid residue waswashedwithethyl ether and dried in vacuo to give 45 mg (82%) of 3-phenyl-1H-pyrazol-5-amine.

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