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68703-67-3

68703-67-3 Structure

68703-67-3 Structure
IdentificationBack Directory
[Name]

1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-
[CAS]

68703-67-3
[Synonyms]

4-AMINO-1H-PYRAZOLE-3-CARBONITRILE
4-AMINO-1H-PYRAZOLE-5-CARBONITRILE
1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-
1H-Pyrazole-3-carbonitrile,4-amino-(9CI)
[Molecular Formula]

C4H4N4
[MDL Number]

MFCD00619110
[MOL File]

68703-67-3.mol
[Molecular Weight]

108.1
Chemical PropertiesBack Directory
[Melting point ]

143.5-145.0 °C
[Boiling point ]

476.4±30.0 °C(Predicted)
[density ]

1.42±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

13.22±0.50(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
Spectrum DetailBack Directory
[Spectrum Detail]

1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-(68703-67-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-NITRO-1H-PYRAZOLE-3-CARBONITRILE

61241-07-4

1H-PYRAZOLE-3-CARBONITRILE, 4-AMINO-

68703-67-3

The general procedure for the synthesis of 4-amino-1H-pyrazole-3-carbonitrile from 4-nitro-1H-pyrazole-3-carbonitrile was as follows: 4-nitro-1H-pyrazole-3-carbonitrile (7.24 mmol) was dissolved in methanol (200 mL), 10% Pd/C catalyst was added (catalyst dosage of 10% of the mass of the raw material w/w), and hydrogenation was carried out in the Parr hydrogenation unit at 30 psi hydrogen pressure for 24 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give a dark brown solid product. The product was pure enough to be used directly in the subsequent reaction in 90% yield. The structure of the product was confirmed by 1H NMR (DMSO-d6): δ 4.6 (broad peak, 2H, NH2), 7.22 (single peak, 1H, H-5), 13.1 (broad peak, 1H, NH).

[References]

[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 12, p. 2794 - 2808
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