The treatment of 6,8-dialkoxy-1,3,7-triazapyrenes with sodium acylamides in DMSO at room temperature resulted in ipso substitution of one alkoxy group with amide group, giving 8-acylamino-6-alkoxy-1,3,7-triazapyrenes. The reaction at 65–70°C proceeded as a tandem SNAripso–SN2 process, leading to the formation of 8-acylamino-6-oxo-6,7-dihydro-1,3,7-triazapyrenes.
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This work received financial support from the Ministry of Education and Science of the Russian Federation (project No. 4.141.2014/K).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2015, 51(4), 334–339
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Borovlev, I.V., Demidov, O.P., Kurnosova, N.A. et al. Amides of 1,3,7-triazapyrene series: synthesis by nucleophilic substitution of alkoxy groups. Chem Heterocycl Comp 51, 334–339 (2015). https://doi.org/10.1007/s10593-015-1704-7
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DOI: https://doi.org/10.1007/s10593-015-1704-7