ChemInform Abstract: Syntheses and Configurations of Some Heterocyclic Amidoximes. X‐Ray Crystal Structure of 3‐Phenyl‐5,6‐dihydro‐2(1H)‐O‐methyloxime.

Abstract

α-Methoxyphenylacetonitrile (I), prepared from benzaldehyde, reacts with hydroxylamine to give the amidoxime (II) which is methylated and then converted to the chlorooxime (IV). Subsequent oxidation yields the benzoylchlorooxime (V). This cyclizes with the diamines (VI) or (VIII) to form the pyrazine derivatives (VII) or (IX). The chlorooxime (X) reacts with aziridine (XI), producing the aziridinylbenzaldoxime Z-(XII) which isomerizes reversibly to give E-(XII). The methyl ether Z-(XIII) is irreversibly transformed into the stable isomer E-(XIII).