ChemicalBook CAS DataBase List 2,5-OXAZOLIDINEDIONE

2,5-OXAZOLIDINEDIONE synthesis

12synthesis methods

Product Name:2,5-OXAZOLIDINEDIONE
CAS Number:2185-00-4
Molecular formula:C3H3NO3
Molecular Weight:101.06

Phosgene was passed in a fine stream into a suspension of finely ground glycine (15 g) in dry dioxane (750 mL) at 45–50 ℃ with efficient agitation. A clear solution was obtained after 5 h. This solution was filtered to remove unreacted glycine (1.7 g), and the dioxane was then removed under reduced pressure at a temperature below 40 ℃ under exclusion of moisture. The residue was treated with dry diethyl ether (100 mL), and the crystals of 2,5-oxazolidinedione were collected by filtration and dried over P2O5 in a vacuum desiccator. The crude product thus obtained, 16 g (89%), was recrystallized from ethyl acetate/petroleum ether to yield 14.3 g (77.2%) of pure material, which showed no melting point because of polymerization.

67-66-3 Synthesis

67-66-3
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$33.60/500ml

56-40-6 Synthesis

56-40-6
1229 suppliers
$5.00/25g

2185-00-4
94 suppliers
$86.00/1 / G

Yield: 56%

Reaction Conditions:

with oxygen in acetonitrile at 60;UV-irradiation;

Steps:

15 Example 15: Synthesis of glycine-N-carboxylic acid anhydride
Purified chloroform (15 mL, 186 mmol) in the reaction vessel of the reaction system used in Example 1,Acetonitrile (15 mL, 287 mmol),And glycine (375 mg, 5.0 mmol),Mix with stirring.While stirring the reaction solution,Oxygen gas at 0.5 L/min was bubbled at 60°C by bubbling. Under stirring conditions of the solution,Irradiate high-energy light including UV-C from a low-pressure mercury lamp for 5 minutes,Subsequently, the cycle of stopping the irradiation for 10 minutes was repeated 12 times in total to carry out the reaction. Then, dichloromethane (320 μL, 5.0 mmol) was added to the reaction solution as an internal standard, and the result was analyzed by 1 H NMR. As a result, formation of the target compound, glycine-N-carboxylic acid anhydride, could be confirmed.(Yield: 56%).

References:

National University Corporation Kobe University;Akihiko, Tsuda JP2020/83882, 2020, A Location in patent:Paragraph 0080

4530-20-5 Synthesis