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| | 2-Amino-3-nitropyridine Basic information |
| | 2-Amino-3-nitropyridine Chemical Properties |
| 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 | | BRN | 124468 | | InChI | 1S/C5H5N3O2/c6-5-4(8(9)10)2-1-3-7-5/h1-3H,(H2,6,7) | | InChIKey | BPYHGTCRXDWOIQ-UHFFFAOYSA-N | | SMILES | Nc1ncccc1[N+]([O-])=O | | CAS DataBase Reference | 4214-75-9(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Amino-3-nitropyridine(4214-75-9) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | F | 8-23 | | HazardClass | IRRITANT | | HS Code | 29333999 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Amino-3-nitropyridine Usage And Synthesis |
| 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 |
| | 2-Amino-3-nitropyridine Preparation Products And Raw materials |
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