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Arylsulfonylacetonitriles

II. Cyclization of reactions of arylamides of arylsulfonylcyanothioacetic acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Condensation of the arylamides of arylsulfonylcyanothioacetic acid (A) with α-halocarbonyl and α-halocarboxy-compounds (chloroacetone, ω-bromoacetophenone, and chloroacetic acid) affords 3-aryl-4-methyl(aryl)-2-[(arylsulfonyl)cyanomethylene]-4,5-thiazolines and 3-aryl-[2(arylsulfonyl)cyanomethylene]-5H-4-thiazolidones. Oxidative cyclization of A has given derivatives of 2-[(arylsulfonyl)cyanomethyl]-benzothiazole. Reaction of A with hydrazine hydrate affords 3-aryl-amino-4-arylsulfonyl-5-aminopyrazoles. On the basis of their chemical properties and IR spectra, the pyrazole derivatives are assumed to possess the amine structure.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Academy of Sciences of the Ukrainian SSR, Kiev

    V. M. Neplyuev, Yu. N. Usenko, R. Dubenko & P. S. Pel'kis

Authors
  1. V. M. Neplyuev
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  2. Yu. N. Usenko
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  3. R. Dubenko
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  4. P. S. Pel'kis
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Additional information

For Part I, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1194–1197, September, 1970.

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Neplyuev, V.M., Usenko, Y.N., Dubenko, R. et al. Arylsulfonylacetonitriles. Chem Heterocycl Compd 6, 1114–1117 (1970). https://doi.org/10.1007/BF00480718

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  • DOI: https://doi.org/10.1007/BF00480718

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