Study on alkylation of the sodium salt of 2-methylthio-6-nitro[1,2,4]triazolo[5,1-c][1,2,4]triazine- 7(4Н)-one by 1Н NMR spectroscopy

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According to the 1Н NMR data, alkylation of the sodium salt of 2-methyl-thio-6-nitro[1,2,4]triazolo[5,1-c][1,2,4]triazine-7(4Н)-one with 3-bromopropene in the К2СО3-DMF system proceeds to give the mixture of N(1), N(3) and N(4) allyl derivatives. The alkylation reactions with 1,2-dibromoethane and cis-1,4-dichloro-2-butene under the same conditions are followed by forming of tricyclic systems. Interaction between the sodium salt of 2-methylthio-6-nitro[1,2,4]tri-azolo[5,1-c][1,2,4]triazine-7(4Н)-one and 3-bromopropyne in the superbasic medium DMSO-КОН leads to 2-methylthio-4-(propa-1,2-dienyl)-6-nitro[1,2,4]tri-azolo[5,1-c][1,2,4]triazine-7(4H)-one being formed via acetylene-allene rearrangement.

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1-c][1, 2-methylthio-6-nitro[1, 4]triazolo[5, 4]triazine-7(4н)-one, alkylation, 3-bromopropene, 2-dibromoethane, cis-1, 4-dichloro-2-butene, 3-bromo-propyne, 1н nmr spectroscopy, acetylene-allene rearrangement

Короткий адрес: https://sciup.org/147160351

IDR: 147160351   |   DOI: 10.14529/chem160202

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