| Identification | More | [Name]
2-Amino-3-nitropyridine | [CAS]
4214-75-9 | [Synonyms]
2-AMINO-3-NITROPYRIDINE
3-NITRO-2-AMINO-PYRIDINE
3-NITRO-2-PYRIDINAMINE
2-Pyridinamine, 3-nitro-
2-Pyridinamine,3-nitro-
3-Nitro-pyridin-2-ylamine
Pyridine, 2-amino-3-nitro-
2-Pyridinamine,3-nitro-(9CI)
3-NITROPYRIDIN-2-AMINE
2-Amino-3-nitropyridine ,99%
3-Nitro-2-pyridylamine | [EINECS(EC#)]
224-144-0 | [Molecular Formula]
C5H5N3O2 | [MDL Number]
MFCD00006314 | [Molecular Weight]
139.11 | [MOL File]
4214-75-9.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow Cryst | [Melting point ]
163-165 °C (lit.) | [Boiling point ]
255.04°C (rough estimate) | [density ]
1.4551 (rough estimate) | [refractive index ]
1.5900 (estimate) | [Fp ]
167 °C
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
3g/l | [form ]
Crystalline Powder and Needles | [pka]
2.40±0.36(Predicted) | [color ]
Yellow | [Detection Methods]
HPLC,NMR | [BRN ]
124468 | [InChIKey]
BPYHGTCRXDWOIQ-UHFFFAOYSA-N | [CAS DataBase Reference]
4214-75-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Amino-3-nitropyridine(4214-75-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
8-23 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333999 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow Cryst | [Uses]
2-Amino-3-nitropyridine is a herbicide and functions in plant growth-promoting activity. It also functions as an intermediate in the preparation of N-(pyridinyl)benzenesulfonamides with antibacterial and antifungal activities. | [General Description]
2-Amino-3-nitropyridine functionalizes Wang resin via a carbamate linkage. | [Synthesis]
General procedure for the synthesis of 2-amino-3-nitropyridine from 2-chloro-3-nitropyridine:
1. 2-chloro-3-nitropyridine (4 g, 25.23 mmol) was added to a sealed tube.
2. ammonia solution (8.57 g, 504.6 mmol) was added to the sealed tube.
3. The reaction mixture was heated to 90 °C and the reaction was stirred at this temperature for 16 hours.
4. After completion of the reaction, the reaction mixture was cooled to 0 °C.
5. The product was separated by filtration to give 3-nitropyridin-2-amine (3.4 g, 97% yield) as a yellow solid. 6.
6. Product characterization data: 1HNMR (400 MHz, DMSO-d6): δ 6.74 (m, 1H), 7.87 (s, 2H), 8.38 (m, 2H). MS m/z (M + H): 140.3. | [References]
[1] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 001189
[2] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 3, p. 669 - 672
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 5, p. 1696 - 1701 |
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