One-Pot Synthesis, Characterization and Biological Activity of 2,5-Disubstituted-1,3,4-thiadiazole Derivatives

Abstract

A facile one-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles was achieved by ultrasonic irradiation and phase transfer catalysis for the first time and eight novel 2,5-disubstituted-1,3,4-thiadiazoles were synthesized. This method has the advantages of mild conditions, short time, good yields, convenience, economy and environmental friendliness. The structures of the target molecules were characterized by IR, ¹H NMR, ¹³C NMR, 1D NOE, MS spectra and elemental analysis. The experiments of the biological activity for the target molecules were accomplished. The experimental results of the inhibiting activity against COX-2 indicated that the compound 5f had the highest inhibition rate, up to 95.59%, and yet the compound 5g exhibited weakly inhibiting activity. The target compounds did not possess anticonvulasional activity.

Key words: one-pot synthesis, biological activity, ultrasonic irradiation, phase transfer catalysis, 2,5-disubstituted-1,3,4-thiadiazole

Cite this article

LI Ying-Jun*^,a, SUN Ya-Zhen^a, JIN Kun^b, XU Yong-Ting^a, SUN Shu-Qin^a. One-Pot Synthesis, Characterization and Biological Activity of 2,5-Disubstituted-1,3,4-thiadiazole Derivatives[J]. Chin. J. Org. Chem., 2008, 28(06): 1074-1078.

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