Abstract
The nucleophilic substitution reaction of hydrazono-N-(aryl)-propanehydrazonyl chlorides 7 with piperidine or morpholine, under the same reaction conditions, resulted in the formation of 1-(piperdin-1-yl /morpholine-1-yl)-N-2-arylamidrazones 8a-k, respectively. The X-ray diffraction of piperidin-1-yl-N-2-arylamidrazone (8b) confirmed its 1E-configuration in agreement with the previously reported, whereas X-ray showed the unexpected 1Z-configuration of their analogs, morpholin-1-yl-N-2-arylamidrazone (8j). This study established the role of hydrogen bond interaction in the stereochemistry of this class of amidrazones.