The corresponding 1-[(N-
p-alkoxyphenyl)glycyl]-2-benzylidenehydrazines (II) were obtained by condensation of N-(
p-methoxyphenyl)- or N-(
p-ethoxyphenyl)glycine hydrazide (I) with salicylaldehyde,
p-nitrobenzaldehyde,
m-nitrobenzaldehyde,
p-chlorobenzaldehyde, 3-nitro-4-chlorobenzaldehyde, piperonal,
p-(dimethylamino)benzaldehyde,
p-acetamidobenzaldehyde, and
p-aminobenzaldehyde, in ethanol containing acetic acid. Similarly, treatment of N-(
p-methoxyphenyl)- and N-(
p-ethoxyphenyl)-N-(benzenesulfonyl)glycine hydrazide (III) with the foregoing aromatic aldehydes afforded 1-[N-(
p-alkoxyphenyl)-N-(benzenesulfonyl)glycyl]-2-benzylidene hydrazines (IV). Reaction of (II), other than 1-[N-(
p-alkoxyphenyl)glycyl]-2-(
p-aminobenzylidene)-hydrazine (II), with benzenesulfonyl chloride in pyridine also afforded (IV). Reaction of benzenesulfonyl chloride with (II) and 1-[N-(
p-alkoxyphenyl)-N-(benzenesulfonyl)-glycyl]-2-(
p-aminobenzylidene)hydrazine in pyridine gave 1-[N-(
p-alkoxyphenyl)-N-(benzenesulfonyl)glycyl]-2-(
p-benzenesulfonamidobenzylidene)hydrazine, and application of hydrazine hydrate to 1-[N-(
p-alkoxyphenyl)-N-(benzenesulfonyl)glycyl]-2-(
p-acetamidobenzylidene)hydrazine and 1-[N-(
p-alkoxyphenyl)glycyl]-2-(
p-acetamidobenzylidene)hydrazine respectively gave (III) and (I).
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