Pyridylmethylaminoacetic acid functionalized Fe3O4 magnetic nanorods as an efficient catalyst for the synthesis of 2-aminochromene and 2-aminopyran derivatives

Eftekhari-Sis, Bagher; Sarvari Karajabad, Masoumeh; Haqverdi, Shiva

doi:10.24200/sci.2017.4513

Pyridylmethylaminoacetic acid functionalized Fe3O4 magnetic nanorods as an efficient catalyst for the synthesis of 2-aminochromene and 2-aminopyran derivatives

Document Type : Research Note

Authors

Bagher Eftekhari-Sis

Masoumeh Sarvari Karajabad

Shiva Haqverdi

Department of Chemistry, University of Maragheh, P.O. Box 55181-83111, Maragheh, Iran

10.24200/sci.2017.4513

Abstract

2-[(2-Pyridylmethyl)amino]acetic acid (PMAA) functionalized Fe₃O₄ superparamagnetic nanorods efficiently catalyzed three-component reaction of malononitrile, aromatic aldehydes and phenolic or enolic components, such as α-naphthol, β-naphthol, dimedone or kojic acid, to synthesize a variety of chromene or pyran derivatives in good to high yields. PMAA functionalized Fe₃O₄ magnetic nanorods were prepared via simple coprecipitation from an aqueous solution of Fe²⁺ and Fe³⁺ ions using NH₄OH in the presence of glycine, followed by subjecting with 2-pyridine carbaldehyde and then NaBH₄-mediated reduction of in-situ generated imine. Obtained nanorods were characterized by FT-IR, XRD, TGA, SEM, EDX, TEM, BET and VSM analysis.

Keywords

Fe3O4

Magnetic nanorods

Three-component reactions

Chromene

Pyran

Subjects