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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis and Biological Activity of New Fluorinated Thieno[2,3-d]pyrimidinyl Hydrazone Derivatives

Author(s): Xin-Jian Song, Ping Yang, Dai-Fu Wang and Zhi-Dou Tan

Volume 11, Issue 5, 2014

Page: [380 - 385] Pages: 6

DOI: 10.2174/1570178611666140207220959

Price: $65


A series of new fluorinated thieno[2,3-d]pyrimidine derivatives containing hydrazone substructure was synthesized by a five-step procedure, including trifluoroacetylation, cyclization, chlorination, substitution by hydrazine, and condensation reaction. The structures of these newly synthesized compounds were confirmed by IR, NMR, EI-MS, elemental analysis and single-crystal X-ray diffraction. The preliminary bioassay result showed that some title compounds exhibited relatively good fungicidal activity against Fusarium oxysporium f.sp.vasinfectum at the concentration of 50 μgmL-1, especially the inhibition rate of compound 6b reached above 90%.

Keywords: Crystal structure, fungicidal activity, hydrazones, thieno[2, 3-d]pyrimidines, trifluoromethyl group.

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