Synthesis of some disubstituted 1, 2, 4-oxadiazoles and furazans

BW Nash, RA Newberry, R Pickles…

Index: Nash,B.W. et al. Journal of the Chemical Society [Section] C: Organic, 1969 , p. 2794 - 2799

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Citation Number: 12

Abstract

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 ...