Catalytic hydrogenation of 2,5-bis(<i>p</i>-nitrophenyl)pyrimidine

Authors

  • В. П. Боровик Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • В. Ф. Седова Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090
  • О. П. Шкypкo Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk 630090

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.

How to Cite
Borovik, V. P.; Sedova, V. F.; Shkurko, O. P. Chem. Heterocycl. Compd. 1993, 29, 1316. [Khim. Geterotsikl. Soedin. 1993, 1534.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF00532033

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Published

1993-11-25

Issue

No. 11 (1993)

Section

Original Papers