No Beckmann rearrangement occurs when ω-chlorophenylglyoxime is treated with phosphorus pentachloride, and the steam-volatile product is 3-chloro-4-phenylfurazan (II; R= Cl), not, as previously reported, 3-chloro-5-phenyl-1, 2, 4-oxadiazole (I; R= Cl). The reported conversion of dialkyl benzoyliminothiocarbonates (III) into 3-phenyl-5-alkoxy-1, 2, 4- oxadiazoles by hydroxylamine has been confirmed, and the oxadiazolone (V) has been ...
