Synthesis of Novel 2-Alkyl-5-{4-[(3-alkylisoxazol-5-yl)methoxy]phenyl}-2H-tetrazoles

Yousef Rastgar Mirzaei,1,* Samad Bavili Tabrizi2 and Laden Edjlali2

1 Organic Synthesis Laboratory, Faculty of Chemistry, University of Tabriz, Tabriz 51664, Iran
2 Department of Applied Chemistry, Faculty of Science, Islamic Azad University-Tabriz, P. O. Box 1655 Tabriz, Iran
* Corresponding author: E-mail: mirzaeyr@uwec.edu; mirzaeiyousef@yahoo.com Fax: +(715) 836-4979

Dedicated to Prof. Dr. Nicholas R. Natale on the occasion of his 57th birthday.

Abstract
Several alkyl(isoxazolylmethoxyphenyl)tetrazoles were synthesized and characterized. 3-Alkyl-5-(chloromethyl)isoxazoles 9 were prepared by the reaction of corresponding (3-alkylisoxazol-5-yl)methanols with thionyl chloride. 4-(2-Alkyl-2H-tetrazol-5-yl)phenols 8 were synthesized from the corresponding aldehyde 3 in five steps, which then reacted with 3-alkyl-5-(chloromethyl)isoxazoles 9 to produce the corresponding 2-alkyl-5-{4-[(3-alkylisoxazol-5-yl)methoxy] phenyl}-2H-tetrazoles 10ah in high yields.

Keywords: Cycloaddition, Isoxazole, Nitro compounds, Tetrazole.