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Chemistry of Heterocyclic Compounds

, Volume 41, Issue 7, pp 921–928 | Cite as

Hydrolysis of 7,7-Substituted Derivatives of 3-tert-Butyl-3,4-dihydro-2H-thiazolo-[3,2-a][1,3,5]triazin-6(7H)-one

  • S. M. Ramsh
  • A. G. Ivanenko
  • V. A. Shpilevyi
  • N. L. Medvedskiy
  • P. M. Kushakova
Article

Abstract

Alkaline hydrolysis of 3-tert-butyl-7,7-bis(hydroxymethyl)-3,4-dihydro-2H-thiazolo[3,2-a][1,3,5]-triazin-6(7H)-one can occur in three directions: with cleavage of the tetrahydrotriazine ring, with cleavage of the thiazolidine ring, and also with opening of both rings. Depending on the process conditions, either the hydrolysis product corresponding to the first direction or the hydrolytic decomposition products corresponding to the second and third directions can be obtained in preparative quantities. Hydrolysis of 3,3′-di-tert-butyl-3′,4′-dihydro-2′ H-spiro[(perhydro-1,3-oxazine)-5,7′-thiazolo[3,2-a][1,3,5]triazin]-6′-one in (NH4)2CO3 solution occurs in two steps: in the first step, cleavage of the tetrahydrotriazine ring occurs; and in the second step, opening of the perhydrooxazine ring occurs.

Keywords

3,3′-di-tert-butyl-3′,4′-dihydro-2′H-spiro[(perhydro-1,3-oxazine)-5,7′-thiazolo[3,2-a][1,3,5]triazin]-6′-one 3-tert-butyl-7,7-bis(hydroxymethyl)-3,4-dihydro-2H-thiazolo[3,2-a][1,3,5]triazin-6(7H)-one hydrolysis 

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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • S. M. Ramsh
    • 1
  • A. G. Ivanenko
    • 2
  • V. A. Shpilevyi
    • 1
  • N. L. Medvedskiy
    • 1
  • P. M. Kushakova
    • 1
  1. 1.St. Petersburg State Technical UniversitySt. PetersburgRussia
  2. 2.Institute of ToxicologyMinistry of Health Russian FederationSt. PetersburgRussia

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