Convenient Synthesis and Characterization of Hydrazone Derivatives of 3-(2-Naphthyl)-1-phenyl-pyrazole-4-carbaldehyde

doi:10.6023/cjoc201207047

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (12): 2358-2362.DOI: 10.6023/cjoc201207047 Previous Articles Next Articles

Notes

3-(2-萘基)-1-苯基-吡唑-4-甲醛腙衍生物的简便合成与表征

阿布拉江·克依木, 王立举

新疆大学化学化工学院新疆石油天然气精细化工教育部&自治区重点实验室乌鲁木齐 830046

收稿日期:2012-07-31 修回日期:2012-08-15 发布日期:2012-08-22
通讯作者: 阿布拉江·克依木 E-mail:ablajan209@hotmail.com
基金资助:
新疆维吾尔自治区自然科学基金(No. 2009211A02)资助项目.

Convenient Synthesis and Characterization of Hydrazone Derivatives of 3-(2-Naphthyl)-1-phenyl-pyrazole-4-carbaldehyde

Ablajan Keyume, Wang Liju

Key Laboratory of Oil & Gas Fine Chemical, Ministry of Education & Xinjiang Uyghur Autonomous Region, College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046

Received:2012-07-31 Revised:2012-08-15 Published:2012-08-22
Supported by:
Project supported by the Natural Science Foundation of Xinjiang Uyghur Autonomous Region (No. 2009211A02).

In order to obtain novel hydrazone derivatives containing pyrazole and thiazole rings which possess certain biological activity, a series of 1-(3-β-naphthyl-1-phenylpyrazole-4-methylene)-2-(4-arylthiazol-2-yl)hydrazones were synthesized via two different methods including multi step reactions and one-pot synthetic route using 3-β-naphthyl-1-phenyl-pyra- zole-4-carbaldehyde as a starting intermediate. The products were obtained in good yield under ultrasonic irradiation condition rather than heating. The structures of products were characterized by ¹H NMR, MS and elemental analysis. The preliminary bioassay showed that compounds 4b and 4d possess obvious protective effects on the PC12 cells injury induced by H₂O₂.

Key words: pyrazole, thiazole, hydrazone, synthesis, ultrasonic irradiation, one-pot reaction

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Ablajan Keyume, Wang Liju. Convenient Synthesis and Characterization of Hydrazone Derivatives of 3-(2-Naphthyl)-1-phenyl-pyrazole-4-carbaldehyde[J]. Chin. J. Org. Chem., 2012, 32(12): 2358-2362.

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3-(2-萘基)-1-苯基-吡唑-4-甲醛腙衍生物的简便合成与表征

Convenient Synthesis and Characterization of Hydrazone Derivatives of 3-(2-Naphthyl)-1-phenyl-pyrazole-4-carbaldehyde

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