The features of nucleophilic substitution of the nitro group in 4-alkyl-6-nitro-1,2,4-triazolo[5,1-c][1,2,4]triazines

Abstract

The nucleophilic substitution of the nitro group of 4-alkyl-6-nitro-4,7-dihydro-1,2,4-triazolo[5,1-c][1,2,4]triazine-7-ones on the example of interaction with morpholine was studied. It is established that under the action of excess cycloalkylimine at room temperature the unusual easy disclosure of triazine cycle with the formation of sterically hindered hydrazones occurs which are the key intermediates for further transformations. The carrying of reaction at elevated temperatures leads to the formation of products of substitution of the nitro group with the amine and also with morpholyl hydrazones which are the products of hydrolysis of amides of hydrazones and subsequent decarboxylation. Thus, the nucleophilic substitution of the nitro group in the described triazolotriazines ows through the ANRORC mechanism.

Catalytic activity and selectivity of Palladium and Nickel catalysts in hydrogenation reactions of nitro- and acetylene compounds

“…The search for new cheap, highly active and selective hydrogenation catalysts for individual unsaturated hydrocarbons and their technical mixtures is a problem of great practical importance [1][2][3][4][5][6][7].…”

“…20229306 LETTER 2 of 6 catalyst, insensitivity of the catalyst to poisoning by reaction products, ease of production, ease of regeneration and low cost of the catalyst. The most applicable for this purpose are palladium and nickel-based hydrogenation catalysts, which have high activity and relatively low cost compared to noble metal-based catalysts [1][2][3][4][5][6][7][8][9].…”