REACTION OF 3-HYDRAZINOACENAPHTHENO[1,2-E][1,2,4]TRIAZINE WITH FUNCTIONALIZED CARBONYL-COMPOUNDS

The 10-substituted theno[1,2-e][1,2,4]triazolo[4,3-b][1,2,4]triazines were prepared by the reaction of 3-hydrazinoacenaphtheno[1,2-e][1,2,4] triazine (1) with carboxylic acids. The respective [3,4-c] analogue co uld be prepared by the oxidative cyclization of the aldehyde derivativ es of 1. Reaction of 1 with acetylacetone and ethylacetoacetate gave t he respective biheterocycle containing the pyrazole and pyrazolone rin gs respectively; the intermediate hydrazone could be isolated in the l ater case. Reactions of with isatin, 5-methylisatin, acenaphthenequino ne, glyoxal, ethylchloroformate, pyruvic acid, ethyloxalate as well as nitrous acid have been investigated. The regioselectivity for the rea ction of hydrazine with 37 and 38 has been studied.