Schiff base compounds have been intensely researched since 1970's. These compounds are popular research area because of the simplicity of their syntheses and a wide number of applications in chemical and biological processes. Different ways of syntheses, e.g. classic solution synthesis which use organic solutes and require high energy uptake, are slowly being replaced with new alternative procedures such as mechanosynthesis. The main drive for investigation and applications of these new methods is avoidance of negative effects that toxic solvents have on our environment, and also reduction of the amount of solvents used. Thus, mechanochemistry has shown to be a good method for Schiff base syntheses; it gives good yields without the need for hazardous solvents and is also more energy efficient than classic methods are. Nevertheless, mechanosyntheses are still not fully researched and there is a lack of data on the influence of humidity or vapour pressure on the reactivity of aromatic imines and aldehydes in solid state. In this paper Schiff bases derived from aldehydes and amines were synthesized by mechanochemical synthesis by hand grinding with pestle and mortar, and compared to the classic solution synthesis. The synthesized compounds were analysed with FTIR spectroscopy and thermal analysis (TGA- DSC). The results showed that wanted products were adequately synthesized in the process of mechanosynthesis.