3-(1,3-BENZOTHIAZOL-2-YLSULFANYL)-1,2,6-THIADIAZINONES: SURROGATES FOR 3-HALO-1,2,6-THIADIAZINONES

Authors

  • Andreas S. Kalogirou Department of Life Sciences, School of Sciences, European University Cyprus, 6 Diogenis St., Engomi, P. O. Box 22006, 1516 Nicosia
  • Panayiotis A. Koutentis Department of Chemistry, University of Cyprus, P. O. Box 20537, 1678 Nicosia

DOI:

https://doi.org/10.1007/6849

Keywords:

benzothiazole, 1, 2, 6-thiadiazine, nucleofuge, nucleophilic substitution, pseudohalide

Abstract

3,5-Bis(1,3-benzothiazol-2-ylsulfanyl)-4H-1,2,6-thiadiazin-4-one reacts with oxygen and nitrogen nucleophiles to give products with one of the 1,3-benzothiazol-2-ylsulfanyl groups displaced. The observed reactivity demonstrates that benzothiazole 2-sulfide behaves as a pseudohalide nucleofuge and was exploited to overcome the problematic displacement of chloride in 3-(1,3-benzothiazol-2-ylsulfanyl)-5-chloro-4H-1,2,6-thiadiazin-4-one.

Downloads

Published

2022-10-20

Issue

Vol. 58 No. 10 (2022): Chemistry of polyheteroatomic heterocyclic systems

Section

Original Papers