N. Vivona, G. Cusmano, M. Ruccia
Oct 1, 1975
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0
Influential Citations
19
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
The first example of mononuclear isoheterocyclic rearrangement is reported. The 3-benzoylamino-5-methyl-1,2,4-oxadiazole (5) furnishes through a reversible process (slowly at room temperature in methanol, acetone or dioxane, fast in DMSO or in methanol in the presence of strong bases) a mixture of 5 and 3-acethylamino-5-phenyl-1,2,4-oxadiazole (6). The equilibrium process can be achieved also by heating 5 at 181° and the same reaction mixture can be obtained using 6 as the starting material. 3-Trichloroacetylamino-5-methyl-1,2,4-oxadiazole (7) was unaffected by similar treatment. The results obtained are discussed.