Reaction of N′-(Arylmethylidene)-2-oxo-2H-chromene-3-carbohydrazides with Methyl 1-Bromocycloalkanecarboxylates and Zinc

Depending on the ring size in the Reformatsky reagent and the nature of substituents in arylmethylidene fragment, the reactions of Reformatsky reagents obtained from methyl esters of 1-bromocycloalkanecarboxylic acids and zinc with N′-(arylmethylidene)-2-oxo-2H-chromene-3-carbohydrazides afforded methyl 1-{3-[2-(arylmethylidene)hydrazinylcarbonyl]-2-oxochroman-4-yl}cycloalkanecarboxylates or methyl 1-{3-[(3-aryl-1-oxo-2-azaspiro[3.5]nonan-2-yl)carbamoyl]-2-oxochroman-4-yl}cyclohexanecarboxylates. The resulting compounds exhibit antinociceptive activity.