A Novel Dehydrazination Reaction. VI. : The Formation of Various Amides from Heterocyclic Carboxylic Acid Hydrazides in the Presence of Chloral. : Studies on the Syntheses of Heterocyclic Compounds. CL.

Abstract

Reaction of various heterocyclic carboxylic acid hydrazides, such as 2-thiophenecarboxylic acid, 2-furancarboxylic acid, picolinic acid, nicotinic acid, and isonicotinic acid, with alkylamines, aralkylamines, and aromatic and hydroaromatic amines in the presence of chloral was carried out to effect a new type of dehydrazination to obtain amides including 14 kinds of hitherto unknown heterocyclic amido compounds. During this reaction, the with reaction of 1-picolinoyl-2-(2, 2, 2-trichloroethylidene)hydrazine (X), one of the intermediates, aniline in the cold afforded a new substance considered to be 1-(picolinoyl)-2-[2-anilino-2-(N-phenylimino)ethylidene]hydrazine (XVIII) in a good yield.