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Chemical Structure| 80-65-9 Chemical Structure| 80-65-9
Chemical Structure| 80-65-9

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3-Amino-2-oxazolidinone (AOZ) is a metabolite of furozolidone, serving as an indicator for detecting furozolidone residues.

Synonyms: AOZ

4.5 *For Research Use Only !

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Product Details of 3-Amino-2-oxazolidinone

CAS No. :80-65-9
Formula : C3H6N2O2
M.W : 102.09
SMILES Code : O=C1OCCN1N
Synonyms :
AOZ
MDL No. :MFCD00020871
InChI Key :KYCJNIUHWNJNCT-UHFFFAOYSA-N
Pubchem ID :65725

Safety of 3-Amino-2-oxazolidinone

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 3-Amino-2-oxazolidinone

* 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.

  • Downstream synthetic route of [ 80-65-9 ]

[ 80-65-9 ] Synthesis Path-Downstream   1~42

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YieldReaction ConditionsOperation 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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  • 2-(4-methyl-piperazin-1-yl)-3-[(2-oxo-oxazolidin-3-ylimino)-methyl]-pyrido[1,2-<i>a</i>]pyrimidin-4-one [ No CAS ]
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  • (4a<i>S</i>)-4<i>t</i>-amino-3,10,11,12a-tetrahydroxy-6,9-dimethyl-2-[1-(2-oxo-oxazolidin-3-ylimino)-ethyl]-(4a<i>r</i>,12a<i>c</i>)-4a,12a-dihydro-4<i>H</i>,5<i>H</i>-naphthacene-1,12-dione [ No CAS ]
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