Intramolecular cyclization of N'-chloroacetylindole hydrazide

Abstract

In this paper, some active class of compounds were synthesized, which are linked to indole nucleus. Various ethyl indole-2-carboxylates (1a-c) were prepared according to the Fischer method. These esters (1a-c) on reaction with hydrazine hydrate in ethanol yielded substituted indole-2-carboxy-hydrazides (2a-c). Hydrazides (2a-c) on reaction with chloroacetyl chloride in dry dioxane at reflux temperature to get N'-chloroacetylindole hydrazide (3a-c). The compounds 3a-c on reaction sodium hydroxide in dimethyl formamide at reflux temperature with constant stirring gave 5,6-dihydro-5-substituted-3-phenylindole-1,3,4-oxadiazin-5 -one (4a-c).