摘要

In situ H-1 nuclear magnetic resonance spectroscopy was used to investigate the processes that occur during the synthesis of 1,3,6,8-tetraazatricyclo[4.3.1.1(3,8)]undecane (TATU). NMR analysis showed a reaction mixture containing more than one compound. The production of these intermediates and collateral products was rationally supported by a careful 1H NMR monitoring study. We characterized 1,3,5-triazabicyclo[3.2.1]octane (TABO, 4) and 3-(2-aminoethyl)-1,3,5-triazabicyclo[3.2.1]octane (AETABO, 7) by H-1 and C-13 NMR in D2O solution inside the NMR sample tube, as an intermediate and collateral product of the reaction, respectively. Further, a reaction of 1,3,6,8-tetraazatricyclo[4.4.1.1(3,8)]dodecane (TATD) with N-15-labeled ammonium chloride was carried out. The N-15 NMR and GC-MS experiments indicated that N-15 was incorporated into TATU, TABO, and urotropine.

  • 出版日期2008-3-24