Investigation Reaction Conditions For Oxidation Of Dihydrotriazine Using N-Halosuccinimide To Synthesize Triazine

Abstract

In this work, the improvement conditions of the oxidation of 1,2-dihydro-2,4,6- triphenyl-1,3,5-triazine with different N-halosuccinimide reagents, solvents and concentrations were investigated at room temperature. The product was then characterized by NMR spectrometry at 500 MHz in CDCl3. The results revealed that the 1:1 equivalence of starting reactant with NCS or NBS in DCM and NIS in DMSO were the best conditions for the next investigation on different reagent concentrations. All three oxidant reagents with two times concentration higher than the starting material had excellent yields and short reaction time. Therefore, the best condition for further research was the oxidation of 1,2-dihydro-2,4,6-triphenyl-1,3,5- triazine by NCS (1:2) dissolved in DCM due to its effective result (97%), simple procedure, inexpensive and stable reagent. Besides, the expected product’s antibacterial activities were evaluated on four distinct bacteria: Staphylococcus aureus, Cutibacterium acnes, Escherichia coli, and Salmonella typhi by disk diffusion and minimum inhibitory concentration (MIC) methods. As a result, this agent expressed its anti-bacterial properties on all four bacteria, with the MIC value ranging from 1.0 mg/mL to 4.0 mg/mL.