Microwave assisted synthesis of 2-aminoimidazolines

In this thesis, 2-aminoimidazolines were synthesized by the nucleophilic substitution reaction of 2-methyl mercapto-4,5-dihydroimidazole hydroiodide with chiral and achiral amine compounds. The synthesis were carried out by using temperature-pressure controlled microwave apparatus with various conditions such as, solvent, solvent-free and pressure mediums. For the first time, the new microwave-assisted synthesis of 2-aminoimidazolines has been achieved in excellent yield under neat reaction conditions. The synthesis of (1H-benzimidazole-2-yl)(4,5-dihydro-1H-imidazole-2-yl) amine hydroiodide were carried out both conventional and microwave-assisted methods. (1H-benzimidazole-2-yl)(4,5-dihydro-1H-imidazole-2-yl) amine was isolated as free base from the reaction (1H-Benzimidazole-2-yl)(4,5-dihydro-1H-imidazole-2-yl) amine hydroiodide with triethylamine. The Mannich derivatives of (1H-benzimidazole-2-yl)(4,5-dihydro-1H-imidazole-2-yl) amine were prepareted with amino methylation reaction. Allyl, benzyl and benzoyl derivatives were obtained by the nucleophilic substitution reaction of various halogene compounds. The regioselective behaviour of (1H-benzimidazole-2-yl)(4,5-dihydro-1H-imidazole-2-yl) amine was investigated by using LC-MS technique. 1H-NMR spectra of compound (1H-Benzimidazole-2-yl)(4,5-dihydro-1H-imidazole-2-yl) amine were taken between 223-333 K temperatures to calculated some physical parameters.Keywords: 2-Aminoimidazoline, DNMR, microwave irradiation, solvent-free synthesis, regioselective reaction.