Synthesis and properties of thiazole halohydrazones. 2. Interaction of 2-α-chlorobenzylidenehydrazino-4-ethoxy-carbonylthiazole with nucleophiles

Abstract

In the interaction of 2-α-clorobenzylidenehydrazino-4-ethoxycarbonylthiazole with nucleophiles, two competing reactions take place. 1) nucleophilic replacement of the chlorine atom to form the corresponding substitution product; 2) elimination of a hydrogen chloride molecule, concluding in cyclization of the intermediate nitrilimine to form 3-phenyl-5-ethoxycarbonylthiazolo(2,3-c]-1,2,4-triazole. The direction taken by the interaction depends on the nature of the nucleophile and is determined primarily by the ratio of basicity and nucleophilicity of the agent.

How to Cite
Usol'tseva, S. V.; Andronnikova, G. P.  Chem. Heterocycl. Compd. 1994, 30, 234. [Khim. Geterotsikl. Soedin. 1994, 256.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165020