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


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.


Ether Ethyl Organic Chemistry Pyrimidine Alkyl Group 
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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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