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Dioxazolone

In organic chemistry, a dioxazolone is a cyclic carbonate incorporated into C<sub>2</sub>NO<sub>2</sub> ring. It is an uncommon heterocyclic compound. They arise by the phosgenation of hydroxamic acids:

RC(O)NHOH + COCl<sub>2</sub> → RC=NO<sub>2</sub>CO + 2 HCl

Although dioxazolones are often explosive, they are of interest as precursors to isocyanates:

RC=NO<sub>2</sub>CO → R-N=C=O + CO<sub>2</sub>

Dioxazolones have attracted attention as reagents for the preparation of amides.

References