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Russian Chemical Bulletin

, Volume 58, Issue 2, pp 351–355 | Cite as

Synthesis of trichloromethylpyrimidines and trichloromethylpyrimido [4,5-d]pyrimidines from alkyl 2-(diaminomethylidene)-3-oxobutyrates and trichloroacetonitrile

  • V. A. Voronkova
  • A. V. Komkov
  • V. A. Dorokhov
Full Articles

Heterocyclization of alkyl 2-(diaminomethylidene)-3-oxobutyrates with trichloroacetonitrile yields alkyl 4-mino-6-methyl-2-trichloromethylpyrimidine-5-carboxylates. The latter compounds react with aryl isocyanates to produce the corresponding pyrimidinylureas, which undergo cyclization to 3-aryl-5-methyl-7-trichloromethylpyrimido[4,5- d]pyrimidine-2,4(1H,3H)-diones under the action of MeONa in MeOH.

Key words

alkyl 2-(diaminomethylidene)-3-oxobutyrates trichloroacetonitrile alkyl 4-amino-6-methyl-2-trichloromethylpyrimidine-5-carboxylates 7-trichloromethylpyrimido-[4,5-d)pyrimidine-2,4(1H,3H)-diones heterocyclization 

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Copyright information

© Springer Science+Business Media, Inc.  2010

Authors and Affiliations

  • V. A. Voronkova
    • 1
  • A. V. Komkov
    • 1
  • V. A. Dorokhov
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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