Identification | Back 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 Properties | Back 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 |
Hazard Information | Back Directory | [Uses]
6-Nitropyridin-3-amine is used in preparation of dihydroquinazoline compounds as NAV1.8 inhibitors. | [Synthesis]
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 |
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