Oxadiazin-5-ones reduction

Dihydro-6-(4-nitrophenyl)-2/f-l,3,4-oxadiazin-2-one can be reduced to the 4-aminophenyl derivative in low yield (37%) with hydrogen and palladium-charcoal in acetone at room temperature <88CB887>. Likewise, reduction of 3,6-dihydro-5-(4-nitrophenyl)-277-l,3,4-thiadiazin-2-one to the 4-aminophenyl compound is possible with tin(II) chloride in a mixture of hydrochloric and acetic acids <91JAP(K)03261773>. 

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