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A Simple Synthesis of the Aryloxy- or Arylthio- derivatives of 2-Benzothiazolyl Stilbenes
* 1 , 2 , 1 , 3 , 1
1  Department of Organic chemistry, Faculty of Science, Comenius University, SK-842 15 Bratislava, Slovakia
2  Institute of Chemistry, Faculty of Science Comenius University, SK- 84215 Bratislava, Slovakia
3  Biotika, a.s., Slovenska Lupca, Slovakia

Abstract: Synthesis of 2-(b -(aryl-X)styryl)benzothiazoles (2a - 2z) (X = 0, O, S) from aromatic or heterocyclic aldehydes and 2-naphthylmethyl-, 2-aryloxymethyl- or 2-arylthiomethyl benzothiazoles is reported. Phthalides 4a - 4f were prepared by Gabriel modification of Perkin synthesis. Products were confirmed by NMR spectral and elemental analysis. Prepared compounds were tested on herbicidal and growth - regulating activity. The semiempirical AM1 quantum - chemical method has been used to study an optimal conformation and heats of formation.
Keywords: Aryloxymethylbenzothiazoles, Arylthiomethylbenzothiazoles, Aldol Condensation, Phthalides, AM1 Semiempirical calculations.