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Environmental Chemistry Letters

, Volume 17, Issue 3, pp 1325–1331 | Cite as

[1,3]oxazines: green synthesis by sonication using a magnetically-separable basic nano-catalyst and investigation of its activity against the toxic effect of a pesticide on the morphology of blood cells

  • Ridaphun Nongrum
  • Mattilang Kharkongor
  • Geetmani Singh Nongthombam
  • Jims World Star Rani
  • Noimur Rahman
  • George Kupar Kharmawlong
  • Rishanlang NongkhlawEmail author
Original Paper

Abstract

The demand for a cleaner environment has led chemists to develop greener protocols, notably by using catalysts. Encapsulation of an active substance on a solid support makes the process of separation of the catalyst much simpler, thereby generating minimal waste. We report herein the preparation of a novel basic catalyst, 3-methylaminopropyl-functionalized Fe3O4 nanoparticles (Fe3O4@MAP nanoparticles), which catalyzes the one-pot synthesis of [1,3]oxazine derivatives under ultrasonic conditions. Advantages include mild reaction condition, easy catalyst recovery and recyclability, shorter reaction time and use of green solvents. We also found that one derivative, 2-(4-methoxyphenyl)-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine, suppresses the toxic effect caused by the chlorpyrifos pesticide on the blood cells of Polypedates teraiensis tadpoles.

Keywords

[1,3]Oxazine derivatives Synthesis Nanoparticles Ultrasound irradiation 

Abbreviations

Fe3O4@MAP

Ferrite@(3-methylaminopropyl)silyl

FTIR

Fourier transform infrared spectroscopy

CDCl3

Deuterated chloroform

DMSO-d6

Deuterated dimethyl sulfoxide

1H-NMR

Proton nuclear magnetic resonance spectroscopy

13C-NMR

Carbon nuclear magnetic resonance spectroscopy

TMS

Tetramethylsilane

XRD

X-ray diffraction

TEM

Transmission electron microscopy

EDS

Energy-dispersive X-ray spectroscopy

TLC

Thin-layer chromatography

ESI–MS

Electrospray ionization mass spectrometry

TGA

Thermogravimetric analysis

VSM

Vibrating sample magnetometry

RBC

Red blood corpuscles

SEM

Scanning electron microscopy

MAPTMS

(3-Methylaminopropyl)trimethoxysilane

Notes

Acknowledgements

R. Nongrum would like to thank Sankardev College, Shillong, and UGC for the award of teacher fellowship under the Faculty Development Programme. R. Nongkhlaw acknowledges DST for financial support (EEQ/2016/00646). The analytical assistance from the Department of Chemistry—NEHU, SAIF—NEHU, Department of Nanotechnology—NEHU, CDRI—Lucknow, and IIT—Guwahati, is highly acknowledged.

Supplementary material

10311_2019_857_MOESM1_ESM.pdf (1.4 mb)
Supplementary material 1 (PDF 1453 kb)

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Copyright information

© Springer Nature Switzerland AG 2019

Authors and Affiliations

  • Ridaphun Nongrum
    • 1
    • 2
  • Mattilang Kharkongor
    • 3
  • Geetmani Singh Nongthombam
    • 2
  • Jims World Star Rani
    • 2
  • Noimur Rahman
    • 2
  • George Kupar Kharmawlong
    • 2
  • Rishanlang Nongkhlaw
    • 2
    Email author
  1. 1.Department of ChemistrySankardev CollegeBishnupur, ShillongIndia
  2. 2.Centre for Advanced Studies in ChemistryNorth-Eastern Hill UniversityShillongIndia
  3. 3.Department of ZoologySankardev CollegeBishnupur, ShillongIndia

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