Synthesis, Characterization and Thermal Behavior of N-Substituted Pyrrole Esters

Using glucosamine hydrochloride as the starting material, 4-(methoxycarbonyl)-5-methyl-1-propyl-1H-pyrrole-2-carboxylic acid (3) was initially created as an intermediate compound by cyclization and oxidation in order to create novel high temperature stable pyrrole compounds. Furthermore, Steglich esterification was used to produce N-substituted pyrrole esters (4 a-4 t). All the new compounds were verified using nuclear magnetic resonance (H-1 and (CNMR)-C-13), infrared spectroscopy (IR), and high resolution mass spectrometry (HRMS). Thermogravimetry (TG), differential scanning calorimetry (DSC), and pyrolysis-gas chromatography/mass spectrometry (Py-GC/MS) techniques were used to examine the thermal behaviors of the compounds 4 f, 4 g, 4 i, and 4 q. Ester bonds from the pyrolysis products 4 g, 4 i, and 4 q might be severed which were consisted of the raw materials as well as the substrates, such as menthol, phenethyl and pyrrole derivatives which are commonly utilized in the sector of spices in foods and cigarette.