Reaction of 3,3'-(4-alkoxyphenyl)iminobis (propanoic acid hydrazides) with CS2 in alkaline solution and subsequent acidification gave 5,5'-(4-alkoxyphe-nyl)imino diethane-2,1 -diylbis( 1,3,4-oxadiazole-2(3H)-thiones). The same dihydrazides on reaction with phenyl isocyanates or phenyl isothiocyanates were converted to bisN'-(phenylaminocarbonyl)propanoic acid hydrazides and bisN'-(phenylaminocarbonothioyl)propanoic acid hydrazides, which underwent cyclization in alkaline medium to produce 5,5'-(4-alkoxyphenyl)iminodieth-ane-2,1 -diylbis(4-phenyl-2,4-dihydro-3H-1,2,4-triazol-3-ones) and their 3-thio analogues, whereas in sulfuric acid or POCl3 5,5'-(4-alkoxyphenyl)iminodiethane-2,1-diyl bis(N-phenyl-1,3,4-oxadiazol-2-amines) and 5,5'-(4-alk-oxyphenyl)iminodiethane-2,1-diylbis(N-phenyl-1,3,4-thi-adiazol-2-amines) were obtained.
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