D. Geffken et C. Holst, 5-ALKOXY(ARALKOXY)-3,6-DIHYDRO-2H-1,3,4-O XADIAZIN-2-ONES(THIONES) FROM 2-HYDROXYCARBOHYDRAZONO ESTERS, Zeitschrift fur Naturforschung. B, A journal of chemical sciences, 49(7), 1994, pp. 970-976
The sulfhydrolysis of the glycolimidates 3 affords 2-hydroxy thiocarbo
xylic O-esters (4), which on treatment with phenylhydrazine give glyco
lohydrazonates of type 5. Under suitable conditions the reaction of 5
with phosgene or 1,1'-thiocarbonyldiimidazole produces 3,6-dihydro-2H-
1,3,4-oxadiazin-2-ones(thiones) 6 as stable compounds.