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| | 2-Amino-3-fluorobenzoic acid Basic information | | Application |
| | 2-Amino-3-fluorobenzoic acid Chemical Properties |
| Melting point | 171-172°C | | Boiling point | 294.4±25.0 °C(Predicted) | | density | 1.430±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 4.60±0.10(Predicted) | | color | White to Light yellow to Light orange | | InChI | InChI=1S/C7H6FNO2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,9H2,(H,10,11) | | InChIKey | KUHAYJJXXGBYBW-UHFFFAOYSA-N | | SMILES | C(O)(=O)C1=CC=CC(F)=C1N | | CAS DataBase Reference | 825-22-9(CAS DataBase Reference) |
| | 2-Amino-3-fluorobenzoic acid Usage And Synthesis |
| Application | 2-Amino-3-fluorobenzoic acid is a carboxylic acid derivative and can be used as a pharmaceutical intermediate. | | Chemical Properties | white to light yellow crystal powder | | Synthesis | 7-Fluoro-1H-indole-2,3-dione (13.0 g, 78.7 mmol) was used as raw material, which was dissolved in 10N sodium hydroxide solution (125 mL), heated to 70°C and stirred for 1 hour. At the same temperature, 30% hydrogen peroxide solution (25 mL) was added slowly and dropwise over 20 minutes and the reaction continued to be stirred at 70 °C for 1 hour. Upon completion of the reaction, the reaction solution was cooled in an ice bath and concentrated. Subsequently, hydrochloric acid was slowly added to adjust the pH of the solution to 4. The organic phase was extracted with ethyl acetate, and the extract was washed with saturated brine and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. The crystals were collected by filtration to finally obtain 2-amino-3-fluorobenzoic acid (7.15 g, 59% yield). The NMR hydrogen spectrum (CDCl3) data were as follows: δ 6.00 (2H, broad single peak), 6.60 (1H, double-triple peak, J = 5.2 Hz, 8.0 Hz), 7.16 (1H, multiple peaks, J = 1.4 Hz, 8.0 Hz, 11.2 Hz), 7.72 (1H, triple-double peaks, J = 1.4 Hz, 8.0 Hz), and one additional hydrogen signal was masked. | | References | [1] Organic Syntheses, 2002, vol. 79, p. 196 - 196
[2] Patent: US2003/187014, 2003, A1
[3] Proceedings of the Royal Society of London, Series B: Biological Sciences, 1958, vol. 148, p. 481,488
[4] Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2151 - 2163
[5] European Journal of Medicinal Chemistry, 1994, vol. 29, # 10, p. 743 - 751 |
| | 2-Amino-3-fluorobenzoic acid Preparation Products And Raw materials |
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