Abstract <p><i>N</i>,<i>N</i>′-Disubstituted bis-ureas and bis-thioureas containing a 4-(adamantan-1-yl)-1,2-phenylene spacer have been synthesized in 66–93% yields by the reaction of 4-(adamantan-1-yl)benzene-1,2-diamine with aromatic isocyanates and isothiocyanates. It has been found that no addition of a base (triethylamine) is required to achieve a high conversion within 12 h. The proposed method makes it possible to simplify the synthesis, isolation, and purification of the target compounds.</p>

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Substituted Ureas and Their Analogs Containing Cage Fragments: II. N,N′-(4-(Adamantan-1-yl)-1,2-phenylene)bis[N′-(R-phenyl)ureas and -thioureas]

  • D. M. Zapravdina,
  • E. A. Eshtukova-Shcheglova,
  • E. V. Yakovleva,
  • I. E. Nazarov,
  • E. S. Ilyina,
  • E. N. Savelyev,
  • V. V. Burmistrov

摘要

Abstract

N,N′-Disubstituted bis-ureas and bis-thioureas containing a 4-(adamantan-1-yl)-1,2-phenylene spacer have been synthesized in 66–93% yields by the reaction of 4-(adamantan-1-yl)benzene-1,2-diamine with aromatic isocyanates and isothiocyanates. It has been found that no addition of a base (triethylamine) is required to achieve a high conversion within 12 h. The proposed method makes it possible to simplify the synthesis, isolation, and purification of the target compounds.