Abstract
In the interaction of 2-α-clzlorobenzylidenehydrazino-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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, 256–259, February, 1994. Original article submitted December 30, 1993.
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Usol'tseva, S.V., Andronnikova, G.P. Synthesis and properties of thiazole halohydrazones. 2. Interaction of 2-α-chlorobenzylidenehydrazino-4-ethoxy-carbonylthiazole with nucleophiles. Chem Heterocycl Compd 30, 234–237 (1994). https://doi.org/10.1007/BF01165020
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DOI: https://doi.org/10.1007/BF01165020