Synthesis of 1-Phenyl-3-arylpyrazole-4-aldehyde Hydrazone Derivatives and Their Fluorescent Properties

Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (06): 790-794. Previous Articles

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1-苯基-3-芳基-4-甲酰基吡唑衍生物的合成及其荧光性能

田晓红^a，马玉洁^a，吴小慧^a，曹玲华*^,a,b

(^a新疆大学化学化工学院乌鲁木齐 830046)
(^b南开大学元素有机化学国家重点实验室天津 300071)

收稿日期:2006-09-06 修回日期:1900-01-01 发布日期:2007-05-21
通讯作者: 曹玲华

Synthesis of 1-Phenyl-3-arylpyrazole-4-aldehyde Hydrazone Derivatives and Their Fluorescent Properties

TIAN Xiao-Hong^a, MA Yu-Jie^a, WU Xiao-Hui^a, CAO Ling-Hua*^,a,b

(^aCollege of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
(^bState Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071)

Received:2006-09-06 Revised:1900-01-01 Published:2007-05-21
Contact: CAO Ling-Hua

Abstract

By the condensation of 4-substituted acetophenones (1a～1d) with benzene hydrazine and subsequent reaction with Vilsmeier-Haak reagent, 1-phenyl-3-aryl-4-formylpyrazoles (3a～3d) were obtained. Then they reacted with 2-hydrazino-4/6-substituted benzothiazoles (4a～4f) and produced a series of novel 1-phenyl-3-arylpyrazole-4-aldehyde N-(4/6-substituted benzothiazol-2-yl) hydrazones 5～8. Their structures were es-tablished on the basis of IR, ¹H NMR, MS spectra and elemental analysis. The fluorescent spectra of compounds 5～8 were detected and showed that they had fluorescence. The ef-fect of the structure of the compound on fluorescent properties was also discussed.

Key words: benzothiazole, 4-formylpyrazole, fluorescent property, benzene hydrazine

Cite this article

TIAN Xiao-Hong^a, MA Yu-Jie^a, WU Xiao-Hui^a, CAO Ling-Hua*^,a,b. Synthesis of 1-Phenyl-3-arylpyrazole-4-aldehyde Hydrazone Derivatives and Their Fluorescent Properties[J]. Chin. J. Org. Chem., 2007, 27(06): 790-794.

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1-苯基-3-芳基-4-甲酰基吡唑衍生物的合成及其荧光性能

Synthesis of 1-Phenyl-3-arylpyrazole-4-aldehyde Hydrazone Derivatives and Their Fluorescent Properties

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