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CAS No. : | 80-65-9 | MDL No. : | MFCD00020871 |
Formula : | C3H6N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KYCJNIUHWNJNCT-UHFFFAOYSA-N |
M.W : | 102.09 | Pubchem ID : | 65725 |
Synonyms : |
AOZ
|
Chemical Name : | 3-Aminooxazolidin-2-one |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With sodium methylate; for 4.0h;Reflux; | 15.2g (0.2mol) 2-hydrazinoethanol (Intermediate 1), 31.0g (0.2mol) diethyl carbonate, and 3.0g (57mmol) sodium methoxide were added to a 100ml three-necked flask, and were refluxed for 4 hours, and after cooling, solids were precipitated, filtrated under vacuum, and dried. The solvent in the mother solution was removed by distillation. After column chromatography (eluent: methanol/dichloromethane (at a ratio of 1:20 by volume)), the obtained white solid and the dried solid were recrystallized in ethanol, to get 15.3g product (Intermediate 2), with a yield of 75%. 1H-NMR(400MHz,D2O)deltappm:4.33(2H,t,J=8.0Hz,J=8.0Hz),3.94(2H,s),3.70(2H,t,J= 4.0Hz,J=4.0Hz);EI-MS(m/z):103.1[M+H]+; m.p. 64-66C. |
62.81% | With sodium methylate; for 4.0h;Reflux; | Initially, 2-hydrazine ethanol (22.80 g, 0.30 mol), diethyl carbonate(47.10 g, 0.39 mol), and sodium methoxide (4.50 g, 0.09 mol)were added into a 100 mL three-neck flask. The solutionwas heatedunder reflux for 4 h. After cooling to room temperature, the solid precipitate was filtered, and the solids were dried. The solvent wasevaporated to dryness. Column chromatography was performed onthe products (methanol/dichloromethane V/V, 1: 40). The whiteand dry solid was recrystallized with ethanol. The white solidweighed 19.22 g and provided a yield of 62.81%. 1H NMR (400 MHz,DMSO-d6) delta 4.67 (s, 2H), 4.32-4.20 (m, 2H), 2.65-2.57 (m, 2H); 13CNMR (DMSO-d6): delta 161.51, 62.61, 46.04. HRMS (ESI) m/z: calcd. forC3H6N2O2[M + H]+: 103.0508, found: 103.0504. |
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