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Original Articles

Eco-Friendly Synthesis and Insecticidal Activity of Some Fluorinated 2-(N-Arylamino)-4-Arylthiazoles

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Pages 1321-1331 | Received 09 Jan 2009, Accepted 08 May 2009, Published online: 03 Jul 2010
 

Abstract

A series of fluorinated 2-(N-arylamino)-4-arylthiazoles (3) was synthesized by the condensation of appropriate arylthioureas (2) with corresponding α-bromoacetophenones (1) by using “green chemistry” techniques, viz. mechanochemical mixing and microwave or ultrasonic irradiation. Compared with conventional procedures, the reaction can be carried out under milder conditions, requiring a shorter reaction time and giving higher yields following the green chemistry methodology. All the synthesized compounds were characterized on the basis of elemental analyses and spectral data (IR, 1H NMR, and mass spectrometry). Representative compounds were also evaluated for their insecticidal activity against Helicoverpa armigera, and some of them showed promising activity.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

Acknowledgments

The authors wish to express their thanks to Dr. K. P. Madhusudanan, Deputy Director and Head, SAIF (Sophisticated Analytical Instrument Facility), Central Drug Research Institute (CDRI), Lucknow, India, for elemental analyses and spectral data. The authors are also thankful to Prof. P. S.Verma, Head, Department of Chemistry, University of Rajasthan, Jaipur, India, for providing necessary facilities and encouragement during the present investigation. One of the authors (D.S.) is grateful to the Centre of Advanced Studies (CAS), Department of Chemistry, University of Rajasthan, Jaipur, India, for award of JRF.

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