| Identification | Back Directory | [Name]
3-AMINO-2-OXAZOLIDINONE | [CAS]
80-65-9 | [Synonyms]
AOZ
NSC 38250
NSC 111187
NSC 196570
3-Amino-2-ox
AOZ Standard
AOZ Solution, 100ppm
3-AMINO-OXAZOLIDINONE
3-Aminooxazolidin-2-on
Furazolidone Impurity 2
3-AMINO-2-OXAZOLIDINONE
2-Oxazolidinone, 3-amino-
AOZ,3-Amino-2-oxazolidinone
3-Amino-2-oxazolidinone AOZ
3-Amino-1,3-oxazolidin-2-one
3-Amino-oxazolidin-2-one(AOZ)
3-azanyl-1,3-oxazolidin-2-one
2-Oxazolidinone,3-amino-(6CI,7CI,8CI,9CI)
AOZ, 3-Amino-2-oxazolidinone solution,100ppm
3-Amino-2-oxazolidinone Solution in Methanol, 100μg/mL | [EINECS(EC#)]
201-299-2 | [Molecular Formula]
C3H6N2O2 | [MDL Number]
MFCD00020871 | [MOL File]
80-65-9.mol | [Molecular Weight]
102.09 |
| Chemical Properties | Back Directory | [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 ]
neat | [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 Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
A metabolite of Furazolidone and Nitrofuran. | [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 |
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