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Russian Journal of Organic Chemistry

, Volume 54, Issue 10, pp 1475–1479 | Cite as

Synthesis of Homologs of 1-Isothiocyanatoadamantane

  • D. A. Pitushkin
  • V. V. Burmistrov
  • G. M. ButovEmail author
Article
  • 14 Downloads

Abstract

Amines of the adamantane series reacted with carbon disulfide and di-tert-butyl dicarbonate in the presence of triethylamine and a catalytic amount of 4-(dimethylamino)pyridine to give homologs of 1-isothiocyanatoadamantane in 80–86% yields. Adamantan-2-amine, 1-(adamantan-1-yl)ethanamine, and adamantan- 1-ylmethanamine turned out to be more reactive than adamantan-1-amine; in the latter case, the reaction time was twice as long.

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • D. A. Pitushkin
    • 1
  • V. V. Burmistrov
    • 1
  • G. M. Butov
    • 1
    Email author
  1. 1.Volzhsky Polytechnic Institute (Branch)Volgograd State Technical UniversityVolzhsky, Volgograd oblastRussia

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