76440-91-0Relevant academic research and scientific papers
3-(1-Hydroxyalkyl)-1,4,2-dioxazol-5-ones and 3-Hydroxyoxazolidine-2,4-diones from 2-Hydroxycarbohydroxamic Acids and 1,1'-Carbonyldiimidazole
Geffken, Detlef
, p. 211 - 218 (2007/10/02)
The reaction of 2-hydroxycarbohydroxamic acids 6 with 1,1'-carbonyldiimidazole produces 3-(1-hydroxyalkyl)-1,4,2-dioxazol-5-ones 7 and 3-hydroxyoxazolidine-2,4-diones 8.The formation of the heterocycles 7 and 8 depends largely on the substitution at C-2 of 6.Excess of imidazole causes rapid decomposition of 7 into carbonyl compound 9 and isocyanic acid, which yields the adduct 10 with imidazole.Benzylaminolysis of 7a gives 11 whereas the reaction of 7a with 3-chloroaniline produces the ureas 12 and 14 and benzophenone (9a).From the reaction of 7a with imidazole in a mole ratio of 1 : 1 the decomposition products 9a and 10 and 3-hydroxy-5,5-diphenyloxazolidine-2,4-dione (8a) are obtained.
3-Alkoxyoxazolidine-2,4-diones from N-Alkoxy-2-hydroxycarboxamides and 1,1'-Carbonyldiimidazole
Geffken, Detlef
, p. 817 - 825 (2007/10/02)
Reaction of N-alkoxy-2-hydroxycarboxamides 3 with 1,1'-carbonyldiimidazole produces N-alkoxyoxazolidine-2,4-diones 4.Hydrolysis of N-(tetrahydro-2H-2-pyranyloxy)oxazolidine-2,4-diones affords 3-hydroxyoxazolidine-2,4-diones 5 which are converted by the reaction with phenyl isocyanate into 7 and with benzoyl chloride into 8.Benzylaminolysis of 4 gave 3-benzyloxazolidine-2,4-diones 10.
