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| | 3-Chloro-2-hydroxy-5-nitropyridine Basic information |
| | 3-Chloro-2-hydroxy-5-nitropyridine Chemical Properties |
| Melting point | 187-189° | | Boiling point | 286.1±40.0 °C(Predicted) | | density | 1.61±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 6.58±0.10(Predicted) | | color | White to Light yellow | | InChI | InChI=1S/C5H3ClN2O3/c6-4-1-3(8(10)11)2-7-5(4)9/h1-2H,(H,7,9) | | InChIKey | GTOXJMNILNYXLE-UHFFFAOYSA-N | | SMILES | C1(=O)NC=C([N+]([O-])=O)C=C1Cl |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN 2811 6.1 / PGIII | | HazardClass | IRRITANT | | HS Code | 2933399990 |
| | 3-Chloro-2-hydroxy-5-nitropyridine Usage And Synthesis |
| Uses | 3-Chloro-2-hydroxy-5-nitropyridine is a nitropyridine analogue. It is used as a raw material for organic synthesis or as a pharmaceutical intermediate compound. | | Synthesis | 2-Hydroxy-5-nitropyridine (200 g, 1.42 mol) was added in batches to 800 mL of concentrated hydrochloric acid under constant stirring and subsequently heated to 50 °C. Aqueous sodium chlorate solution (80.0 g, 0.75 mol dissolved in an appropriate amount of water) was added slowly and dropwise. The reaction temperature was maintained at 50 °C with continued stirring for 1 h. The reaction was cooled to 0 °C upon completion. The precipitated solid product was collected by filtration, washed thoroughly with cold water and dried to give 2-hydroxy-3-chloro-5-nitropyridine. Yield: 240 g, 1.37 mol (96.0% yield). Melting point: 195-197 °C. 1H NMR (300 MHz, DMSO-d6): δ 8.65 (d, 1H, J = 2.5 Hz), 8.36 (d, 1H, J = 2.5 Hz). 13C NMR (300 MHz, DMSO-d6): δ 153.40, 144.29, 143.59, 135.08. 130.44. mass spectrum (ES): m/z 175 ([M + H]+). | | References | [1] European Journal of Medicinal Chemistry, 2012, vol. 58, p. 355 - 360
[2] Patent: WO2004/50637, 2004, A2. Location in patent: Page 66-67
[3] Synthesis, 1990, # 6, p. 499 - 501
[4] Patent: WO2014/115080, 2014, A1. Location in patent: Page/Page column 67; 68
[5] Patent: US6133253, 2000, A |
| | 3-Chloro-2-hydroxy-5-nitropyridine Preparation Products And Raw materials |
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