ACID-CATALYZED TERT-BUTYLATION OF 3-NITRO-5R-1,2,4-TRIAZOLES WITH METHYL-TERT-BUTYL ETHER

G.Т. Sukhanov, Yu.V. Filippova, А.G. Sukhanova, Т.А. Digo, K.K. Bosov, V.А. Istoshina, I.А. Krupnova, Е.V. Pivovarova
DOI: 10.25699/SSSB.2019.27.37205 Download PDF
Abstract: The acid-catalyzed tert-butylation of 3-nitro-5r-1,2,4-triazoles with methyl-tert-butyl ether was studied herein. The reaction was found to proceed in a regioselective fashion at the N1 position of the nitrotriazole heterocycle. A series of N1-substituted tert-butyl-3-nitro-5R-1,2,4-triazoles with different substituents on the cyclic carbon atom were consequently synthesized. The presence of electron-donating alkyl substituents in the nitrotriazole ring resulted in a reduced yield of their tert-butylation products.
Index terms: 3-nitro-5R-1,2,4-triazoles, 1-tert-butyl-3-nitro-5R-1,2,4-triazoles

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