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| | 5-Fluoro-2-nitroanisole Basic information |
| Product Name: | 5-Fluoro-2-nitroanisole | | Synonyms: | 2-Nitro-5-Fluoro Anisole;1-Fluoro-3-Methoxy-4-nitrobenzene;uoro-2-methoxy-1-nitrobenzene;Anisole, 5-fluoro-2-nitro- (8CI);4-Fluoro-2-methoxy-1-nitrobenzene, 5-Fluoro-2-nitrophenyl methyl ether;4-Fluoro-2-Methoxy-1-nitrobenzene, 95+%;5 - fluoro - 2 - nitrobenzene Methyl ether;Benzene, 4-fluoro-2-methoxy-1-nitro- | | CAS: | 448-19-1 | | MF: | C7H6FNO3 | | MW: | 171.13 | | EINECS: | 675-631-3 | | Product Categories: | Fluorine series;blocks;NitroCompounds;API | | Mol File: | 448-19-1.mol |  |
| | 5-Fluoro-2-nitroanisole Chemical Properties |
| Melting point | 49-51°C | | Boiling point | 272°C(lit.) | | density | 1.321±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | powder to crystal | | color | White to Amber | | InChI | InChI=1S/C7H6FNO3/c1-12-7-4-5(8)2-3-6(7)9(10)11/h2-4H,1H3 | | InChIKey | WLKUSVNHZXUEFO-UHFFFAOYSA-N | | SMILES | C1([N+]([O-])=O)=CC=C(F)C=C1OC | | CAS DataBase Reference | 448-19-1(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-52 | | HazardClass | IRRITANT | | HS Code | 2909309090 |
| | 5-Fluoro-2-nitroanisole Usage And Synthesis |
| Uses | 3-Fluoro-6-nitroanisole is a reagent used in the synthetic preparation of imidazopyridines as inhibitors of insulin-like growth factor-1 receptor. | | Synthesis | In a 5L four-necked flask, 2500 g of N,N-dimethylformamide (DMF), 5-fluoro-2-nitrophenol (500 g, 3.20 mol) and anhydrous potassium carbonate (483 g, 3.50 mol) were added and the mixture was heated up to 60 °C. Dimethyl sulfate (424 g, 3.36 mol) was slowly added dropwise for a controlled period of 2-3 hours. After the dropwise addition, the reaction temperature was raised to 90-100 °C and the reaction was maintained for 5-6 hours. The reaction progress was monitored by gas chromatography (GC) until the content of 5-fluoro-2-nitrophenol was below 0.5%. The reaction mixture was cooled to 50 °C, at which point the monomethyl potassium sulfate salt precipitated. The filtrate was subjected to decompression distillation to recover DMF, resulting in 2-nitro-5-fluoroanisole (515 g, yellow oily liquid). The product was analyzed by GC with 99.5% purity and 94.1% yield. | | References | [1] Chemical and Pharmaceutical Bulletin, 1991, vol. 39, # 9, p. 2323 - 2332
[2] Patent: CN106083536, 2016, A. Location in patent: Paragraph 0035; 0036
[3] Heterocycles, 1992, vol. 34, # 12, p. 2301 - 2311
[4] Patent: WO2010/71885, 2010, A1. Location in patent: Page/Page column 443
[5] Patent: WO2010/115688, 2010, A1. Location in patent: Page/Page column 146 |
| | 5-Fluoro-2-nitroanisole Preparation Products And Raw materials |
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