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| | 3-AMINO-2-OXAZOLIDINONE Basic information |
| | 3-AMINO-2-OXAZOLIDINONE Chemical Properties |
| Melting point | 65-67 °C | | Boiling point | 135 °C(Press: 0.7 Torr) | | density | 1.179 | | storage temp. | Keep in dark place,Sealed in dry,2-8°C | | solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 3.24±0.20(Predicted) | | color | White to Off-White | | BRN | 109430 | | InChI | InChI=1S/C3H6N2O2/c4-5-1-2-7-3(5)6/h1-2,4H2 | | InChIKey | KYCJNIUHWNJNCT-UHFFFAOYSA-N | | SMILES | O1CCN(N)C1=O |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37 | | WGK Germany | 3 | | HS Code | 29349990 |
| | 3-AMINO-2-OXAZOLIDINONE Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | A metabolite of Furazolidone and Nitrofuran. Environmental contaminants; Food contaminants; Heat processing contaminants | | Definition | ChEBI: 3-Amino-2-oxazolidone is an oxazolidinone. | | Synthesis | General procedure for the synthesis of 3-aminooxazolidin-2-one from 2-hydrazinoethanol and diethyl carbonate: 15.2 g (0.2 mol) of 2-hydrazinoethanol (Intermediate 1), 31.0 g (0.2 mol) of diethyl carbonate, and 3.0 g (57 mmol) of sodium methanol were added to a 100 mL three-necked flask, and the mixture was heated and refluxed for 4 hours. Upon completion of the reaction, the reaction mixture was cooled and a solid was precipitated. The solid was collected by vacuum filtration and dried. The solvent in the mother liquor was removed by distillation. The crude product was purified by column chromatography (eluent: methanol/dichloromethane, 1:20, v/v), and the resulting white solid was recrystallized in ethanol to give 15.3 g of 3-aminooxazolidin-2-one (Intermediate 2) in 75% yield. The product was characterized as follows: 1H-NMR (400 MHz, D2O) δ ppm: 4.33 (2H, t, J = 8.0 Hz), 3.94 (2H, s), 3.70 (2H, t, J = 4.0 Hz); EI-MS (m/z): 103.1 [M + H]+; Melting point: 64-66 °C. | | References | [1] Patent: EP2952509, 2015, A1. Location in patent: Paragraph 0043; 0044
[2] Journal of the American Chemical Society, 1955, vol. 77, p. 2277,2280, 2281
[3] Journal of the American Chemical Society, 1977, vol. 99, p. 1172 - 1180
[4] Journal of the Chemical Society, 1963, p. 3523 - 3528
[5] Journal of Organic Chemistry, 1966, vol. 31, p. 631 - 632 |
| | 3-AMINO-2-OXAZOLIDINONE Preparation Products And Raw materials |
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