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Abstract 3-Chloro-1H-indole-2-carbaldehyde (I) was synthesized according to the reported procedure and allowed to react with aromatic amines in ethanol in the presence of piperdine to afford Schiff bases (IIa-c). Compounds (IIa-c) were converted into 3-chloro-1H-indole-2- azetidinonyl derivatives (IIIa-c) using chloroacetyl chloride and triethyl amine in dioxane. Compound (I) was converted into thr corresponding 3-chloro-1H-indole-3-carbaldehydeoxime (IV) via its reaction with hydroxyl amine hydrochloride in refluxed ethanol. The conversion of oxime (IV) to 3-chloro-1-acetyl indole-2-carbonitrile (V) achieved by the treatment with acetic anhydride. Chlorocyano compound (VI) was obtained by deacetylation of compound V with hydrazine hydrate in ethanol . |