SPECTRAL RESEARCHES IN THE TEREPHTALDIAMIDES CLASS.
VI. MASS SPECTRA STUDY OF SOME TEREPHTALDIAMIDES WITH SECONDARY AMINE MOIETY.
VERONICA AVRIGEANU, SILVIA IMRE
University of Medicine and Pharmacy Târgu-Mureş
Faculty of Pharmacy, Department of Organic Chemistry
Gheorghe Marinescu street 38, 540139 Târgu-Mureş
Email: chorgumftgm@email.ro

Abstract:

The purpose of study is the mass spectrometry analysis of new terephtaldiamides with potential analgesic action obtained by condensation of terephtaloyldichloride with cyclic amines (pyrolidine, piperidine, 4-methylpiperidine, hexamethylenimine, morpholine). The investigation of spectral peaks and fragmentation paths allowed accurate determination of molecular weight and obtaining specific information regarding organic structure and chemical bound strength of the obtained compounds. In all mass spectra the molecular peak is present, with a relatively high abundance, and for the spectra of dipiperidineterephtaldiamide and dimorpholineterephtaldiamide it is the basic ion. The presence of the ions with m/z = 56, m/z = 42 or m/z=28 was observed and are related to aliphatic moiety with 4, 3 or 2 atoms, from heterocyclic sigma bonds cleavage. The peak with m/z = 77 or 76 suggested the presence of the cation C₆H₅]⁺ formed by the cleavage of sigma bonds between benzene ring and carbonyl groups.

Top