ChemicalBook CAS DataBase List 3-AMINO-2-OXAZOLIDINONE

3-AMINO-2-OXAZOLIDINONE synthesis

5synthesis methods

Product Name:3-AMINO-2-OXAZOLIDINONE
CAS Number:80-65-9
Molecular formula:C3H6N2O2
Molecular Weight:102.09

109-84-2 Synthesis

109-84-2
296 suppliers
$6.00/5g

105-58-8
452 suppliers
$14.00/25g

80-65-9
115 suppliers
$60.00/10 mg

Yield:80-65-9 75%

Reaction Conditions:

with sodium methylate for 4 h;Reflux;

Steps:

[Preparation of Intermediate 2] 3-amino oxazolidinone
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)δppm: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. 64-66°C.

References:

Institute of Pharmacology and Toxicology Academy of Military Medical Sciences P.L.A. China;LI, Song;XIAO, Junhai;ZHAO, Mingming;ZHONG, Wu;WANG, Lili;ZHENG, Zhibing;XIE, Yunde;LI, Xingzhou;ZHAO, Guoming;ZHOU, Xinbo;WANG, Xiaokui;CHEN, Wei EP2952509, 2015, A1 Location in patent:Paragraph 0043; 0044

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497-25-6 Synthesis