ChemicalBook--->CAS DataBase List--->14916-65-5

14916-65-5

14916-65-5 Structure

14916-65-5 Structure
IdentificationBack Directory
[Name]

5-AMINO-2-NITROPYRIDINE
[CAS]

14916-65-5
[Synonyms]

6-Nitropyridin-3-amine
2-Nitro-5-pyridinamine
6-nitro-3-PyridinaMine
5-AMINO-2-NITROPYRIDINE
3-Amino-6-nitropyridine
3-Pyridinamine, 6-nitro-
6-Nitro-pyridin-3-ylamine
5-Amino-2-nitropyridine95%
5-Amino-2-nitropyridine 95%
3-Pyridinamine,6-nitro-(9CI)
5-AMINO-2-NITROPYRIDINE ISO 9001:2015 REACH
[Molecular Formula]

C5H5N3O2
[MDL Number]

MFCD01646117
[MOL File]

14916-65-5.mol
[Molecular Weight]

139.11
Chemical PropertiesBack Directory
[Melting point ]

234-235 °C (decomp)(Solv: benzene (71-43-2))
[Boiling point ]

382.9±22.0 °C(Predicted)
[density ]

1.437±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

-1.02±0.10(Predicted)
[Appearance]

Yellow to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280-P271
[HS Code ]

2933599590
Hazard InformationBack Directory
[Uses]

6-Nitropyridin-3-amine is used in preparation of dihydroquinazoline compounds as NAV1.8 inhibitors.
[Synthesis]

5-Chloro-2-nitropyridine

52092-47-4

5-AMINO-2-NITROPYRIDINE

14916-65-5

General procedure for the synthesis of 5-amino-2-nitropyridine from 2-nitro-5-chloropyridine: To a solution of 5-chloro-2-nitropyridine (3 g, 19 mmol) in ethanol (EtOH, 30 mL) was added saturated ammonia (NH3-H2O, 20 mL). The reaction mixture was placed in an autoclave and the reaction was stirred at 50 psi pressure and 150 °C overnight. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was cooled to room temperature. The resulting solid product was collected by filtration and washed with petroleum ether (PE, 100 mL) to afford 5-amino-2-nitropyridine (0.7 g, yield: 26%) as a yellow solid. Mass spectrometry (MS) analysis showed: m/z 140.1 ([M+H]+).

[References]

[1] Patent: WO2013/126608, 2013, A1. Location in patent: Paragraph 00647
Spectrum DetailBack Directory
[Spectrum Detail]

5-AMINO-2-NITROPYRIDINE(14916-65-5)1HNMR
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