Russian Journal of Organic Chemistry

, Volume 51, Issue 7, pp 943–946 | Cite as

Synthesis, polarity, and structure of 2-chloro-N-[2-(methylsulfanyl)phenyl]- and 2-(diphenylthiophosphoryl)-N-[2-(methylsulfanyl)phenyl]acetamides

  • E. A. Ishmaeva
  • A. Z. Alimova
  • Ya. A. Vereshchagina
  • D. V. Chachkov
  • O. I. Artyushin
  • E. V. Sharova
Article

Abstract

Conformations of 2-chloro-N-[2-(methylsulfanyl)phenyl]- and 2-(diphenylthiophosphoryl)-N-[2-(methylsulfanyl)phenyl]acetamides have been studied by the dipole moment method and quantum chemical calculations. 2-(Diphenylthiophosphoryl)-N-[2-(methylsulfanyl)phenyl]acetamide has been found to exist as an equilibrium mixture of two conformers with synclinal and anticlinal orientations of the \({C_{s{p^3}}} - {C_{s{p^2}}}\) and P=S bonds. 2-Chloro-N-[2-(methylsulfanyl)phenyl]acetamide is represented by one preferred conformer.

Keywords

Acetamide Phosphine Oxide Methylsulfanyl Chloroacetyl Chloride PhSH 

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Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • E. A. Ishmaeva
    • 1
  • A. Z. Alimova
    • 1
  • Ya. A. Vereshchagina
    • 1
  • D. V. Chachkov
    • 2
  • O. I. Artyushin
    • 3
  • E. V. Sharova
    • 3
  1. 1.Kazan (Volga Region) Federal UniversityKazanTatarstan, Russia
  2. 2.Kazan Branch, Joint Supercomputer CenterRussian Academy of SciencesKazanTatarstan, Russia
  3. 3.Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussia

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