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Pharmaceutical Chemistry Journal

, Volume 2, Issue 9, pp 488–491 | Cite as

Investigation of lactams

XII. Lactim ethers of 3-ethyl-3-carboethoxy-and 3-carboethoxy-2-piperedones in the synthesis of piperido[2,3-d]pyrimidines
  • B. M. Pyatin
  • R. G. Glushkov
Article
  • 21 Downloads

Conclusion

A series of 2-substituted 4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidines was synthesized by reacting the lactim ether of 3-carboethoxy-2-piperidone with compounds of the general formula R-C(= NH) NH2. The condensation of the lactim ether of 3-ethyl-3-carboethoxy-2-piperidone with guanidine gave the cyclic analog of a 5,5-disubstituted barbituric acid, piperido[2,3-d]pyrimidine with an angular ethyl group. In both this reaction and also the condensation of 2-ethoxy-3-ethyl-3-carboethoxy-3,4,5,6-tetrahydropyridine with thiourea, which leads to the formation of 2-(N-thioureido)-3-ethyl-3,4,5,6-tetrahydropyridine, it was shown that the introduction of an alkyl group into position 3 of the lactim ether of 3-carboethoxy-2-piperidone makes the course of the reaction forming piperido[2,3-d]pyrimidines significantlymore difficult.

Keywords

Ether Ethyl Organic Chemistry Pyrimidine Alkyl Group 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Consultants Bureau 1969

Authors and Affiliations

  • B. M. Pyatin
    • 1
  • R. G. Glushkov
    • 1
  1. 1.S. Ordzhonikidze All-Union Scientific Research Institute for Pharmaceutical ChemistryMoscow

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