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Purines, pyrimidines, and condensed systems based on these compounds. 12. 1,3-Dimethylpyrimido[4,5-d]pyrimidine-2, 4-(1H,3H)dione: The first case of regioselective amination of condensed pyrimidines in position 2

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Abstract

1,3-Dimethylpyrimido[4,5-d]pyrimidine-2,4-(1H,3H)dione (l) reacts with alkylamides in liquid ammonia in the presence of an oxidizing agent such as KMnO4 or Ag(C5H5N)2MnO4, giving 7-amino derivatives; but the interaction of (1) with methylamine gives a mixture of isomeric alkylaminated products. Subsequent hydrolysis of the 7-piperidino derivatives in an alkaline medium and then in an article medium gives 4-methylamino-2-piperidinopyrimidine with quantitative yield.

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Authors
  1. A. V. Gulevskaya
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  2. A. F. Pozharskii
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  3. S. V. Shorshnev
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  4. E. A. Zheltushkina
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Additional information

For Communication 11, see [1].

Rostov State University, Rostov-na-Donu 344104. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1249–1252, September, 1994. Original article submitted September 6, 1994.

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Gulevskaya, A.V., Pozharskii, A.F., Shorshnev, S.V. et al. Purines, pyrimidines, and condensed systems based on these compounds. 12. 1,3-Dimethylpyrimido[4,5-d]pyrimidine-2, 4-(1H,3H)dione: The first case of regioselective amination of condensed pyrimidines in position 2. Chem Heterocycl Compd 30, 1083–1086 (1994). https://doi.org/10.1007/BF01171170

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  • DOI: https://doi.org/10.1007/BF01171170

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