HYDROLYSIS OF 7,7-SUBSTITUTED DERIVATIVES OF 3-<i>tert</i>-BUTYL-3,4-DIHYDRO-2H-THIAZOLO[3,2-<i>a</i>][1,3,5]TRIAZIN-6(7H)-ONE

Authors

  • С. М. Рамш St. Petersburg State Technical University, St. Petersburg 198013
  • А. Г. Иваненко Institute of Toxicology, Ministry of Health, Russian Federation, St. Petersburg 193019
  • В. А. Шпилевый St. Petersburg State Technical University, St. Petersburg 198013
  • Н. Л. Медведский St. Petersburg State Technical University, St. Petersburg 198013
  • П. М. Кушакова St. Petersburg State Technical University, St. Petersburg 198013

DOI:

https://doi.org/10.1007/8258

Keywords:

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

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.

How to Cite
Ramsh, S. M.; Ivanenko, A. G.; Shpilevyi, V. A.; Medvedskiy, N. L.; Kushakova, P. M.  Chem. Heterocycl. Compd. 2005, 41, 921. [Khim. Geterotsikl. Soedin. 2005, 1089.]

For this article in the English edition, see DOI 10.1007/s10593-005-0249-6

Ramsh, S. M.; Ivanenko, A. G.; Shpilevyi, V. A.; Medvedskiy, N. L.; Kushakova, P. M.

Published

2023-11-01

Issue

Section

Original Papers