The reaction of 6,8-dinitro-2H-1,4-benzoxazine-3(4H)-thione (I) with ethyl carbazate (II) in refluxing ethanol gives 6,8-dinitro-3-(2-ethoxy-carbonyl)hydrazino-2H-1,4-benzoxazine (III), which undergoes ring closure in refluxing o-dichlorobenzene to give the title compound.
The cyclocondensation of 2H-1,4 benzoxazine-3(4H)-thione (IV) with ethyl carbazate (II) in refluxing DMF gives 2,4-dihydro[1,2,4]triazolo[3,4-c][1,4]benzoxazin-1-one (V), which is nitrated at room temperature with a mixture of concentrated HNO3 and H2SO4.