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Synthesis and Properties of N,N′-Disubstituted Ureas and Their Isosteric Analogs Containing Polycyclic Fragments: XVIII. N-[2-(Adamantan-2-yl)ethyl]-N′-R-ureas and -Thioureas

  • V. V. Burmistrov,
  • D. M. Zapravdina,
  • E. N. Savelyev,
  • B. S. Orlinson,
  • G. M. Butov,
  • I. A. Novakov

摘要

Abstract

Methods have been developed for the synthesis of N-[2-(adamantan-2-yl)ethyl]-N′-R-ureas and -thioureas in 36–87% yields by the reaction of 2-(adamantan-2-yl)ethanamine with aromatic isocyanates and isothiocyanates. The displacement of the ethylene bridge from position 1 to position 2 of the adamantane fragment has been found to exert no significant effect on the logP values and melting points of the corresponding ureas.