The Synthesis of 3-(3-bromo-4-hydroxy phenyl)-4-bromo-5-hydroxy methyl isoxazole

Isoxazole compounds which have various pharmacological, biological and industrial applications. Especially these compounds show the antivirus activity [1]. It has been proved that they are effective in cure Parkinson and Alzheimer disease [2]. In present research four kinds of isoxazole and an oxime compound have been synthesized. At the first, 4-Methoxybenzaldehyde changed into 4-methoxybenzaldeidoxime (1) by increasing sodium hypochlorite to hydroxylamine hydrochloride in pyridine as a solvent, the compound 1 changed to nitrile oxide and [2+3] cycloaddition happened by using propargyl alcohol,as a result 3-(4- methoxy phenyl)isoxazole-5-yl)methanol (2) was prepared. At the rest of the research 4-(5- hydroxyl methyl) isoxazole-3-yl)phenol (3) was prepared by reaction of HBr and compound 2 and acetic acid. Also, 2-boromo-4-(5-(hydroxy methyl) isoxazole- 3-yl)phenol (4) was prepared by reaction of Br2 and compound 3 in CH2Cl2. In the final step compound (4) was added to Br2 and CH2Cl2, and 3-(3-bromo-4-hydroxy phenyl)-4-bromo-5-hydroxy methyl isoxazole (5) was prepared. The structure of synthesized compounds was confirmed by FT-IR and 1H NMR spectroscopies.