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| | 2-Iodo-3-hydroxypyridine Basic information |
| | 2-Iodo-3-hydroxypyridine Chemical Properties |
| Melting point | 193-195°C | | Boiling point | 296.6±20.0 °C(Predicted) | | density | 2.142±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | Crystalline Powder | | pka | 4.74±0.10(Predicted) | | color | White to tan | | Water Solubility | Slightly soluble in water. | | Sensitive | Light Sensitive | | BRN | 109836 | | InChI | InChI=1S/C5H4INO/c6-5-4(8)2-1-3-7-5/h1-3,8H | | InChIKey | HJBGMPCMSWJZNH-UHFFFAOYSA-N | | SMILES | C1(I)=NC=CC=C1O | | CAS DataBase Reference | 40263-57-8(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 36/37/38-41-37/38-22 | | Safety Statements | 26-36-39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933399990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
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ALFA
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| | 2-Iodo-3-hydroxypyridine Usage And Synthesis |
| Uses | 2-Iodo-3-hydroxypyridine acts as a reagent in the synthesis of the differentiating antibiotic azatyrosine | | Synthesis | General procedure for the synthesis of 2-iodo-3-hydroxypyridine using 3-hydroxypyridine as starting material: sodium carbonate (Na2CO3, 11.6 g, 109.72 mmol) and iodine (I2, 13.3 g, 52.57 mmol) were added sequentially to a solution of 3-hydroxypyridine (5.0 g, 52.57 mmol) in water (400 mL). The reaction mixture was stirred at room temperature for 2 hours. After completion of the reaction, the pH was adjusted to 4 with 1 M hydrochloric acid (HCl) solution. the precipitate was collected by filtration, washed with cold water and dried to give 2-iodo-3-hydroxypyridine (10.7 g, 92% yield) as a white powder. The product characterization data were as follows: melting point 189-190 °C (neat); thin layer chromatography (TLC) Rf = 0.33 (unfolding reagent dichloromethane/ethanol, 97/3, v/v); infrared spectroscopy (IR, KBr pressed) νmax (cm-1): 2851, 2722, 2573, 2345, 1560, 1455, 1301, 1189, 1121, 794, 668; nuclear magnetic resonance hydrogen spectrum (1H NMR, 400 MHz, DMSO-d6): δ10.88 (s, 1H, OH), 7.87 (dd, 1H, J1 = 1.6 Hz, J2 = 4.4 Hz, H-6), 7.24 (dd, 1H, J1 = 4.4 Hz, J2 = 8.0 Hz, H-5), 7.18 (dd, 1H, J1 = 1.6 Hz, J2 = 8.0 Hz, H-4); nuclear magnetic resonance carbon spectrum (13C NMR, 100 MHz, DMSO-d6): δ 154.0, 141.8, 124.3, 121.3, 110.9; high resolution mass spectrometry (HRMS) calculated value of C5H4INO [M + H]+ 221.9410, measured value 221.9416. | | References | [1] Tetrahedron Letters, 2012, vol. 53, # 8, p. 944 - 947
[2] Tetrahedron, 2017, vol. 73, # 41, p. 6000 - 6007
[3] Patent: CN107793420, 2018, A. Location in patent: Paragraph 0009
[4] Roczniki Chemii, 1936, vol. 16, p. 502,507
[5] Chem. Zentralbl., 1937, vol. 108, # I, p. 3634 |
| | 2-Iodo-3-hydroxypyridine Preparation Products And Raw materials |
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