1H-PYRAZOL-4-YLAMINE Chemical Properties

Melting point:

75-77°C

Boiling point:

142.17°C (rough estimate)

Density 

1.0248 (rough estimate)

refractive index 

1.5060 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

form 

powder to crystal

pka

17.70±0.50(Predicted)

color 

White to Brown to Dark purple

Sensitive 

Hygroscopic

InChI

InChI=1S/C3H5N3/c4-3-1-5-6-2-3/h1-2H,4H2,(H,5,6)

InChIKey

AXINVSXSGNSVLV-UHFFFAOYSA-N

SMILES

N1C=C(N)C=N1

CAS DataBase Reference

28466-26-4

NIST Chemistry Reference

4-NH2-pyrazole(28466-26-4)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/37/38

Safety Statements 

26-36/37

WGK Germany 

3

RTECS 

UQ4993000

HazardClass 

IRRITANT

HS Code 

2933199090

1H-PYRAZOL-4-YLAMINE Usage And Synthesis

Form

powder

Chemical Properties

It is white to brownish-purple solid under normal temperature and pressure, with certain alkalinity, and can form salts with various acids.

Uses

4-Aminopyrazole, is a versatile building block for the preparation of pharmaceutical and biologically active compounds. 4-Amino-1H-pyrazole, has also shown to have anticonvulsant activity, and thus can be used in the treatment of epileptic seizures.

Synthesis

4-Nitropyrazole (1.13 g, 10 mmol) was dissolved in methanol (10 mL) under hydrogen (1 atm) atmosphere and 10% Pd-C catalyst (0.1 g) was added. The reaction mixture was stirred at 25 °C for 12 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford the target product 4-aminopyrazole (860 mg, yield: 100%), which could be used in subsequent reactions without further purification.

References

[1] Patent: US2015/336982, 2015, A1. Location in patent: Paragraph 0252; 0253
[2] ChemMedChem, 2016, p. 1695 - 1699
[3] Patent: CN105418616, 2016, A. Location in patent: Paragraph 0118; 0119
[4] Organic and Biomolecular Chemistry, 2013, vol. 11, # 3, p. 395 - 399
[5] Patent: WO2017/178510, 2017, A1. Location in patent: Page/Page column 297

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