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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 54, Number 6
JKCSEZ 54(6)
December 20, 2010 

 
Title
Synthesis, Fastness and Spectral Properties of Some New Azo Pyrazole and Pyrazolotriazole Derivatives

Pyrazole과 Pyrazolotriazole 유도체의 합성 및 특성 연구
Author
Hala F Rizk, Mahmoud A El Badawi, Seham A Ibrahim, Mohamed A El Borai*

Hala F Rizk, Mahmoud A El Badawi, Seham A Ibrahim, Mohamed A El Borai*
Keywords
Pyrazolo[4,3-d]-1,2,3-triazoles, o-Aminoazo 화합물, 형광 특성, 정착성 , Pyrazolo[4,3-d]-1,2,3-triazoles, o-Aminoazo compounds, Fluorescent properties, Fastness properties
Abstract

Coupling of 5-amino-1,3-diaryl-pyrazoles 1a-c with diazonium salts of different aryl amines gave a series of novel 1,3-diaryl-5-amino-4-arylazopyrazoles 3a-l. Such compounds could be also obtained by reaction of 5-amino-1,3-diaryl-4-nitroso- 1H-pyrazoles 2a-c with different aryl amines in alkaline medium. Oxidation of azo derivatives 3a-l with cupric acetate, in dimethyl formamide and stream of air, gave 2,4,6-triaryl-2,4-dihydropyrazolo [4,3-d]-1,2,3-triazoles 4a-l. and the fluorescence properties of the cyclic triazoles were studied. Diazotization of 5-amino-1,3-diaryl-1H-pyrazoles 1a-c by sodium nitrite in ortho-phosphoric acid followed by coupling with some aryl amines gave o-aminoazo compounds 5a-f. Cyclisation of compounds 5a-f in pyridine and cupric acetate gave the corresponding triazoles 6a-f. The coupling of compounds 6a-f with different aryl diazonium salts gave compounds 7a-j. The synthesized dyes were applied to polyesters as disperse dyes and the fastness properties were evaluated.

Page
737 - 743
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