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| | 3-(2-Aminophenyl)propenoic acid methyl ester Basic information |
| Product Name: | 3-(2-Aminophenyl)propenoic acid methyl ester | | Synonyms: | 3-(2-Aminophenyl)propenoic acid methyl ester;METHYL 3-(2-AMINOPHENYL)ACRYLATE;3-(2-Aminophenyl)-2-propenoic acid methyl ester;Methyl 2-aminocinnamate;Methyl o-aminocinnamate;2-Propenoic acid, 3-(2-aminophenyl)-, methyl ester;methyl (E)-3-(2-aminophenyl)acrylate | | CAS: | 1664-62-6 | | MF: | C10H11NO2 | | MW: | 177.2 | | EINECS: | | | Product Categories: | | | Mol File: | 1664-62-6.mol |  |
| | 3-(2-Aminophenyl)propenoic acid methyl ester Chemical Properties |
| Melting point | 67℃ | | Boiling point | 317.8±25.0 °C(Predicted) | | density | 1.160±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | Keep in dark place,Sealed in dry,Store in freezer, under -20°C | | pka | 1.35±0.10(Predicted) | | Appearance | Light yellow to yellow Solid |
| | 3-(2-Aminophenyl)propenoic acid methyl ester Usage And Synthesis |
| Synthesis | Methyl (E)-3-(2-nitrophenyl)acrylate (11.03 g, 53.24 mmol) was dissolved in ethyl acetate (200 mL) at room temperature, followed by the addition of SnCl2-H2O (60.06 g, 266.19 mmol). The reaction mixture was stirred at 70 °C for 60 min. Upon completion of the reaction, the mixture was cooled to room temperature, the pH was adjusted to a weak base with saturated aqueous sodium bicarbonate solution and filtered through diatomaceous earth. The aqueous phase was extracted three times with ethyl acetate, the organic phases were combined and dried with anhydrous magnesium sulfate. After the solvent was removed by distillation under reduced pressure, the residue was purified by silica gel column chromatography (eluent ratio: ethyl acetate:hexane=1:5) to afford methyl (E)-3-(2-aminophenyl)acrylate (8.50 g, 90% yield).1H-NMR (400 MHz, CDCl3) δ 7.92-7.86 (d, 1H, -C-CH=CH-), 7.44- 6.76 (m, 4H, aromatic H), 6.42-6.36 (d, 1H, -C-CH=CH-), 3.83 (s, 3H, -OCH3). | | References | [1] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 11, p. 3353 - 3358
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 3, p. 1073 - 1079
[3] Patent: WO2008/136631, 2008, A1. Location in patent: Page/Page column 4; 10
[4] Journal of Medicinal Chemistry, 2009, vol. 52, # 10, p. 3205 - 3211
[5] Journal of Medicinal Chemistry, 1993, vol. 36, # 22, p. 3397 - 3408 |
| | 3-(2-Aminophenyl)propenoic acid methyl ester Preparation Products And Raw materials |
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