Synthesis, Crystal Structure and Biological Activities of 3-Substituted-1-(5-aryl-1,3,4-thiadiazol-2-yl)- 1H-pyrazole-4-formaldehyde

doi:10.11944/j.issn.1000-0518.2015.07.140421

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (7): 748-758.DOI: 10.11944/j.issn.1000-0518.2015.07.140421

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Synthesis, Crystal Structure and Biological Activities of 3-Substituted-1-(5-aryl-1,3,4-thiadiazol-2-yl)- 1H-pyrazole-4-formaldehyde

XU Chang, AN Yue^*, ZHU Haotian, LIN Yue, WANG Rinan

School of Chemistry and Chemical Engineering,Liaoning Normal University,Dalian,Liaoning 116029,China

Received:2014-12-11 Accepted:2015-04-16 Published:2015-06-30 Online:2015-06-30
Contact: Yue AN
Supported by:
Supported by the Higher Education Research Program of Education Department of Liaoning Province of China (No.L2014421)

Abstract

Abstract:

Sixteen title compounds 1,3,4-thiadiazole derivatives 5a~5p and sixteen intermediates 4a~4p were synthesized using 2-amino-5-substituted-1,3,4-thiadiazoles as the starting materials. All of thirty-two compounds are new compounds. The single crystal of compound 5a was obtained by solution crystallization method. X-ray single crystal diffraction analyses show that the crystal is a triclinic crystal system, P-1 space group. The structures of the title compounds and intermediates were characterized by IR, ¹H NMR and elemental analyses. The antibacterial activity of compound 5 was evaluated with microdilution method. Compound 5h exhibits higher antibacterial activity to Staphylococcus aureus than the others, of which bacteriostasis rate is up to 65.30%.

Key words: thiadiazole, pyrazole, synthesis, structure, biological activity

CLC Number:

XU Chang, AN Yue, ZHU Haotian, LIN Yue, WANG Rinan. Synthesis, Crystal Structure and Biological Activities of 3-Substituted-1-(5-aryl-1,3,4-thiadiazol-2-yl)- 1H-pyrazole-4-formaldehyde[J]. Chinese Journal of Applied Chemistry, 2015, 32(7): 748-758.

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Synthesis, Crystal Structure and Biological Activities of 3-Substituted-1-(5-aryl-1,3,4-thiadiazol-2-yl)- 1H-pyrazole-4-formaldehyde

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