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Synthesis and alkylation of 4,6-diphenyl-3-thiocarbamoyl-3,4,5,6-tetrahydropyridine-2(1H)-one and 4,6-diphenyl-3-thiocarbamoyl-3,4-dihydropyridine-2(1H)-one

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Alkylation of 3-thiocarbamoyl-3,4,5,6-tetrahydropyridine-2(1H)-one with methyl iodide has given 5-methylthio-2,6-diazabicyclo[2.2.2]oct-5-en-3-one and 3-methyl-thiocarbonyl-3,4-dihydropyridine-2(1H)-one. Alkylation of 3-thiocarbamoyl-3,4-dihydridine-2(1H)-one with iodoacetamide affords 3-(1′-amino-1′-carbamoyl-3,4-methyl-thiomethylene)-1,4-dihydropyridine-2-one, which in acidic media is converted into 3-(4′-oxo-3′,5′-dihydro-1′,3′-thiazol-2′-ylidene)-1,4-dihydropyridine-2-one.

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    A. A. Krauze, é. é. Liepin'sh & G. Ya. Dubur

Authors
  1. A. A. Krauze
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  2. é. é. Liepin'sh
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  3. G. Ya. Dubur
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 787–794, June, 1989.

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Krauze, A.A., Liepin'sh, é.é. & Dubur, G.Y. Synthesis and alkylation of 4,6-diphenyl-3-thiocarbamoyl-3,4,5,6-tetrahydropyridine-2(1H)-one and 4,6-diphenyl-3-thiocarbamoyl-3,4-dihydropyridine-2(1H)-one. Chem Heterocycl Compd 25, 650–657 (1989). https://doi.org/10.1007/BF00470024

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  • DOI: https://doi.org/10.1007/BF00470024

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