Dioxazolone

General chemical structure of a 1,3,4-dioxazol-2-one

In organic chemistry, a dioxazolone is a cyclic carbonate incorporated into C2NO2 ring. It is an uncommon heterocyclic compound. They arise by the phosgenation of hydroxamic acids:

RC(O)NHOH + COCl2 → RC=NO2CO + 2 HCl

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

RC=NO2CO → R-N=C=O + CO2

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