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Reaction of 4,5-dichloro-3-trichloromethylisothiazole with heterocyclic amines

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Abstract

4,5-Dichloro-3-trichloromethylisothiazole reacted with piperidine, morpholine, pyrrolidine, and piperazine in DMF to give 81–96% of the corresponding 5-amino-4-chloro-3-trichloromethylisothiazoles as a result of selective nucleophilic replacement of the 5-chlorine atom. Acylation of 4-chloro-5-(piperazin-1-yl)-3-trichloromethylisothiazole with acetyl chloride gave 4-chloro-5-(4-acetylpiperazin-1-yl)-3-trichloromethyl-isothiazole.

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Authors and Affiliations

  1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, ul. Surganova 13, Minsk, 220072, Belarus

    V. I. Potkin, Yu. S. Zubenko & S. K. Petkevich

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  1. V. I. Potkin
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  2. Yu. S. Zubenko
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  3. S. K. Petkevich
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Correspondence to V. I. Potkin.

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Original Russian Text © V.I. Potkin, Yu.S. Zubenko, S.K. Petkevich, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 8, pp. 1224–1226.

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Potkin, V.I., Zubenko, Y.S. & Petkevich, S.K. Reaction of 4,5-dichloro-3-trichloromethylisothiazole with heterocyclic amines. Russ J Org Chem 44, 1211–1214 (2008). https://doi.org/10.1134/S1070428008080186

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  • DOI: https://doi.org/10.1134/S1070428008080186

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