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]

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.