A Novel Dehydrazination Reaction. V. The Formation of Various Amides from Aliphatic and Aromatic Carboxylic Acid Hydrazides in the Presence of Chloral

Abstract

In the previous papers the reactions between aromatic, aliphatic and heterocyclic carboxylic acid hydrazides and either chloral or bromal in various alcohols were attempted and respective esters were obtained. In this paper the reactions of aromatic and aliphatic acid hydrazide with chloral in the presence of various amines were examined, leading eventually to reveal the formation of our expected acid amides as are shown in Table I and II. The intermediates in this reaction, 1-benzoyl-2-(2, 2, 2-trichloroethylidene) hydrazine (III : R=C₆H₅-, X=Cl) was found to form the amides (VI) when heated in amines. This fact indicated that the acid hydrazides converted to their amides through III.