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| | 5-Fluoro-2-hydroxypyridine Basic information |
| | 5-Fluoro-2-hydroxypyridine Chemical Properties |
| Melting point | 150-155°C | | Boiling point | 251.7±40.0 °C(Predicted) | | density | 1.26±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | Crystalline Powder | | pka | 10.09±0.10(Predicted) | | color | White to off-white | | InChI | 1S/C5H4FNO/c6-4-1-2-5(8)7-3-4/h1-3H,(H,7,8) | | InChIKey | KLULSYPVWLJZAO-UHFFFAOYSA-N | | SMILES | Oc1ccc(F)cn1 | | CAS DataBase Reference | 51173-05-8(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29333999 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | 5-Fluoro-2-hydroxypyridine Usage And Synthesis |
| Uses | 5-Fluoro-2-hydroxypyridine is a halogenated compound used in the synthesis of 5-Fluoro-2-hydroxy-3-nitropyridine and 5-halogenated pyrimidine compounds. | | Synthesis | 5-Fluoro-2-hydroxypyridine is synthesised using 5-fluoro-2-methoxypyridine as a raw material by chemical reaction. The specific synthesis steps are as follows:
A total of 4.6 L of toluene solution containing 3-80 was placed in several sealed tubes and treated with 900 ml of 35percent HCl at 145° C. for 2 hr. LC/MS showed no starting material, only 4. The toluene solution was decanted and discarded. The aqueous phase was washed with EtOAc and concentrated down to remove volatiles to afford a brown solid containing the desired fluoro-hydroxypyridine 4-80. [1488] A total of 244 g of this solid was collected and taken to next step as is (it was not completely dry). [1489] Note: We have subsequently run this by decanting the toluene layer first prior to heating to reduce volumes. Same reaction was carried out using HBr (48percent in H2O) at 100° C. for 6 h with similar result to the literature procedure 49percent yield. [1490] Ref: J. Heterocyclic Chem., 10, 779, 1973 (for above Reactions, Including Analytical Data).
 | | References | [1] Patent: US2004/110785, 2004, A1. Location in patent: Page 211
[2] Patent: US2006/142298, 2006, A1. Location in patent: Page/Page column 13
[3] Patent: US2005/209246, 2005, A1. Location in patent: Page/Page column 30; 31
[4] Patent: US2006/142298, 2006, A1. Location in patent: Page/Page column 11; 13 |
| | 5-Fluoro-2-hydroxypyridine Preparation Products And Raw materials |
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