Design and synthesis of N-(2-{[(2-hydroxy-naphtalen-1-yl)-phenyl-methyl]- amino}-ethyl)-3,4-dinitro-benzamide

In this study, a new naphtol derivative was synthesized. The first stage, involved preparation of 1-[(2-Amino-ethylamino)-phenylmethyl]-naphthalen-2-ol (4) using a three-component system (β-naphtol [1], benzaldehyde [2], and ethylenediamine [3]), followed by the reaction of 4 with 3,5-dinitrobenzoic acid (5) to form N-(2-{[(2-Hydroxy-naphtalen-1-yl)-phenyl-methyl]-amino}-ethyl)-3,5- dinitro-benzamide (6) using a carbodiimide derivative or boric acid. The second stage, involves the synthesis of N-(2-aminoethyl)-3,5-dinitrobenzamide (7) by reaction of 5 with 3 using a carbodiimide derivative. Finally, the compound 6 was also synthetized using the three-component system (compound 7, benzaldehyde and â-naphtol). The structure of all compounds obtained was confirmed by elemental analysis, spectroscopy and spectrometry data. In conclusion, this method offers some advantages such as good yields, simple procedure, low cost, and ease of workup.