Phosphorus, sulfur, and silicon and the related elements · 1999 · 14 citations · 11 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisSubstitution ReactionsThiadiazole ChemistryThiazole Chemistry
Abstract 3,4-Disubstituted-5,6-dihydro-4H-1,2,4-oxadiazine-5-ones were obtained from the reaction of substituted benzamide oximes with chloroacetyl chloride. The thionation of these compounds gave the corresponding 5-thiones. 3,4-Disubstituted-1,2,4-oxadiazole-5(4H)-thiones were obtained from the reaction of substituted benzamide oximes with thiophosgene. The copper-catalysed rearrangement of these compounds gave the isomeric 1,2,4-thiadiazole-5-ones.
11