Abstract
We have studied the catalytic hydrogenation of 2,5-bis(p-nitrophenyl)pyrimidine over palladium on carbon under different conditions. We have established that hydrogenation in acetic acid at atmospheric hydrogen pressure leads to formation of 2,5-bis(p-aminophenyl)-1,4,5,6-tetrahydropyrimidine. Upon hydrogenation under pressure in DMF, along with 2,5-bis(p-aminophenyl)pyrimidiine, three isomeric (aminophenyl)pyrimidyl-substituted benzenes are formed as by-products. The mixture of these arylazo derivatives can be smoothly reduced by hydrogen under pressure in the presence of Raney nickel to bis(aminophenyl)pyrimidine.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1534–1539, November, 1993.
We would like to acknowledge V.I. Mamatyuk and M. M. Shakirov for helping record and interpret the PMR spectra.
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Borovik, V.P., Sedova, V.F. & Shkurko, O.P. Catalytic hydrogenation of 2,5-bis(p-nitrophenyl)pyrimidine. Chem Heterocycl Compd 29, 1323–1327 (1993). https://doi.org/10.1007/BF00532033
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DOI: https://doi.org/10.1007/BF00532033