Synthesis, Crystal Structure, and Fungicidal Activity of Novel 1,5‐Diaryl‐1 H ‐Pyrazol‐3‐Oxy Derivatives Containing Oxyacetic Acid or Oxy(2‐thioxothiazolidin‐3‐yl)ethanone Moieties | Zendy

Liu Yuanyuan | Zendy; He Guangke | Zendy; Kai Chen | Zendy; Li Yufeng | Zendy; Zhu Hongjun | Zendy

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Synthesis, Crystal Structure, and Fungicidal Activity of Novel 1,5‐Diaryl‐1 H ‐Pyrazol‐3‐Oxy Derivatives Containing Oxyacetic Acid or Oxy(2‐thioxothiazolidin‐3‐yl)ethanone Moieties

Author(s) -

Liu Yuanyuan,

He Guangke,

Kai Chen,

Li Yufeng,

Zhu Hongjun

Publication year - 2012

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.1045

Subject(s) - chemistry , gibberella zeae , hydrolysis , elemental analysis , crystal structure , carbon 13 nmr , medicinal chemistry , proton nmr , single crystal , stereochemistry , nuclear chemistry , organic chemistry , crystallography , horticulture , fusarium , biology

A series of novel 1,5‐diaryl‐1 H ‐pyrazol‐3‐oxy derivatives containing oxyacetic acid or oxy(2‐thioxothiazolidin‐3‐yl)ethanone moieties were prepared from methyl 3‐arylacrylates via a serial of reactions included addition‐cyclization, oxidation, substitution, hydrolysis , and condensation. Their structures were confirmed by 1 H‐NMR, 13 C‐NMR, IR, and elemental analysis. In addition, the crystal structure of the compound 2‐(1,5‐diphenyl‐1 H ‐pyrazol‐3‐yloxy)‐1‐(2‐thioxothiazolidin‐3‐yl)ethanone was determined by single crystal X‐ray diffraction analysis. Bioassay results indicated that the compound 2‐(5‐(4‐chlorophenyl)‐1‐phenyl‐1 H ‐pyrazol‐3‐yloxy)‐1‐(2‐thioxo‐thiazolidin‐3‐yl)ethanone exhibited moderate inhibitory activity against Gibberella zeae at the dosage of 10 μg mL −1 .

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