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Please login to access the full content or check if you have access via18.6.3.1.3.1.1 Variation 1: Reaction with 1,3,5-Triazinane-2,4,6-trione
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Rossi, L., Science of Synthesis, (2005) 18, 573.
Oxazolidin-2-ones are prepared by the reaction of oxiranes with 1,3,5-triazinane-2,4,6-trione (cyanuric acid) (Scheme 158).[416–418] With unsubstituted 1,3,5-triazinane-2,4,6-trione (224) it has been suggested that the acidic hydrogens bonded to the nitrogen atoms open the oxirane ring to form a triply substituted isocyanurate which, after pyrolytic collapse of the 1,3,5-triazinane-2,4,6-trione ring, furnishes 3 moles of oxazolidin-2-one 225. When substituted 1,3,5-triazinane-2,4,6-triones, e.g. 226, are used, a different mechanism must apply.
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References
[416] | Meee, M. M.; Meeeee, M. M., MM 8 888 888, (8888); Meee. Meeee., (8888) 88, 88888. |
[417] | Meeee, M., MM 8 888 888, (8888); Meee. Meeee., (8888) 88, 88888. |
[418] | Meeeeeee, M. M.; Meeeee, M. M., MM 8 888 888, (8888); Meee. Meeee., (8888) 88, 88888. |