Chemistry of Heterocyclic Compounds

, Volume 7, Issue 9, pp 1202–1203 | Cite as

Synthesis of ω-substituted 5-alkylorotic acids

  • A. Ya. Berlin
  • I. A. Korbukh
Article
  • 33 Downloads

Abstract

The lactone of 5 -β -hydroxyethylorotic acid, the thiolactone of 5-(δ-mercaptoethyl)orotic acid, and 5-(δ-benzamidobutyl)orotic acid were synthesized from substituted 5-carb-ethoxymethylenehydantoins obtained by the condensation of urea with α-ethoxalyl derivatives of γ-butyrolactone, γ-thiobutyrolactone, and ethyl ε-benzamidocaproate. The lactam of 5-(β-aminoethyl)orotic acid was synthesized by the ammonolysis of the lactone of 5 -(β-hydroxyethyl)orotic acid. The acid hydrolysis of 5-(δ-benzamidobutyl)orotic acid gave 5-(δ-aminobutyl)orotic acid.

Keywords

Hydrolysis Ethyl Urea Organic Chemistry Lactone 

Literature cited

  1. 1.
    A. Ya. Berlin and I. A. Korbukh, Khim. Geterotsikl. Soedin., 397 (1971).Google Scholar
  2. 2.
    F. Korte and H. Machleidt, Ber., 90, 2150 (1957).Google Scholar
  3. 3.
    F. Korte and K.-H. Löhmer, Ber., 90, 1290 (1957).Google Scholar
  4. 4.
    D. E. Flyd and S. E. Miller, J. Org. Chem., 16, 1764 (1951).Google Scholar

Copyright information

© Consultants Bureau 1974

Authors and Affiliations

  • A. Ya. Berlin
    • 1
  • I. A. Korbukh
    • 1
  1. 1.Institute of Experimental and Clinical OncologyAcademy of Medical Sciences of the USSRMoscow

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