Condensation of diphenylphosphinylacetohydrazide with aldehydes, ketones, dicarbonyl compounds, and ethoxymethylenecyanoacetic acid ester

Condensation of diphenylphosphinylacetohydrazide with aldehydes, ketones, and dibenzoyl yields hydrazones. The hydrazonic fragment of these compounds in the crystalline state exists as the EE'Z " isomer, and in DMSO solution, as a mixture of rotamers stabilized by an intramolecular hydrogen bond. Reaction of diphenylphosphinylacetohydrazide with glyoxal gives the corresponding osazone, while with diethyl diacetyl-succinate a pyrrole derivative is formed. Ethoxymethylenecyanoacetic acid ester reacts with the hydrazide under study exclusively by the ethoxymethylene group.