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| | N-(2-hydroxyethyl)acetoacetamide Basic information |
| Product Name: | N-(2-hydroxyethyl)acetoacetamide | | Synonyms: | Acetoacet-N-hydroxyethylamide;beta-(N-Acetoacetylamino)ethanol;N-(2-Hydroxyethyl)-3-oxobutanamide;N-(2-hydroxyethyl)-3-keto-butyramide;N-(2-Hydroxy-ethyl)-3-oxo-butyramide;Butanamide, N-(2-hydroxyethyl)-3-oxo-;-(N-Acetoacetylamino)ethanol;β-(N-Acetoacetylamino)ethanol | | CAS: | 24309-97-5 | | MF: | C6H11NO3 | | MW: | 145.16 | | EINECS: | 2461497 | | Product Categories: | | | Mol File: | 24309-97-5.mol |  |
| | N-(2-hydroxyethyl)acetoacetamide Chemical Properties |
| Melting point | 104-106 °C | | Boiling point | 373.7±27.0 °C(Predicted) | | density | 1.132±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | pka | 11.48±0.46(Predicted) |
| | N-(2-hydroxyethyl)acetoacetamide Usage And Synthesis |
| Chemical Properties | Yellow to brownisch solidifed melt | | Uses | N-(2-Hydroxyethyl)acetoacetamide is used as intermediate for the syntheses of different organic chemicals, e.g. quinoxaline derivatives. Product Data Sheet | | Synthesis | General procedure for the synthesis of N-(2-hydroxyethyl)-3-oxobutanamide from bis(vinylidene) ketone and 2-aminoethanol: 23 mL (0.38 mol) of 2-aminoethanol was added slowly and dropwise to 30 g (0.36 mol) of bis(vinylidene) ketone dissolved in 300 mL of tetrahydrofuran at -5 to 0 °C. The reaction mixture was stirred at 0 °C for 1 h. Complete consumption of the feedstock was confirmed by thin layer chromatography (TLC) monitoring. Subsequently, the solvent was removed by evaporation and the residue was purified by column chromatography. Finally, 41.44 g (0.29 mol, 80% yield) of the target compound was obtained as a white solid. The product was identified by infrared spectroscopy (IR, neat, cm1) showing characteristic absorption peaks: 3273, 3097, 2973, 2938, 2880, 1710, 1646, 1558, 1494, 1465, 1420, 1362, 1347, 1312, 1297, 1215, 1190, 1166, 1052, 1038. (2H), 3.4 (4H), 2.2 (3H). | | References | [1] Patent: US2013/109662, 2013, A1. Location in patent: Paragraph 0394; 0395; 0396; 0397; 0398; 0399 [2] Heterocycles, 1995, vol. 41, # 10, p. 2203 - 2220 |
| | N-(2-hydroxyethyl)acetoacetamide Preparation Products And Raw materials |
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