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Carbamoyl Derivatives of a Pyridine-Based Tetraamine

Bilakhiya, Anvarhusen K.; Heinemann, Frank W.; Grohmann, Andreas

The reaction of four equivalents of phenyl or tert-butyl isocyanate with the pyridine-derived tetraamine 2,6-C3H3N[CMe(CH2NH2)2]2 in toluene gives high yields of the quadruply ureido substituted products 2,6-C5H3N[CMe(CH2R)2]2 [R = -NH(CO)NHPh and -NH(CO)NHtBu]. Full spectroscopic data for both compounds are given. A single crystal X-ray structure determination of the phenyl derivative reveals an intricate network of both intra- and intermolecular hydrogen bonds involving the C=O and both NH functionalities in all ureido groups.
Published in: Zeitschrift für Naturforschung B, 10.1515/znb-2007-0405, De Gruyter