Title: Synthesis and spectroscopic property of 6-phenylazo-coumarin-3-ethyl formate catalyzed by potassium carbonate
Abstract: 5-Phenylazo salicylaldehyde( 1) was prepared by successive diazotization and coupling reaction,starting from aniline. Effect of pH of the reaction medium on product yield of coupling reaction was investigated. When pH = 9,the yield can achieve 95. 7%. 6-Phenylazo-coumarin-3-ethyl formate( 2)was synthesized with 1 and diethyl malonate using K2CO3 as catalyst under solvent-free condition. Effects of dosage of the catalyst,reaction time and mole ratio of the reactants on the yield were investigated. Results indicated that yield of 2 achieves 82. 5% under conditions as: 5 mmol of 1; mole ratio of 1 to ethyl malonate1∶ 2; dosage of K2CO30. 05 mmol and reaction time 15 min. Structure of the product was characterized by FTIR,1HNMR and13 CNMR. UV absorption spectra and fluorescence emission spectra of the product 2 in various solvents were tested and observed. Results showed that as increase of polarity of the solvent used,the product displays positive solvatochromism and Stokes shifts of the product becomes bigger.
Publication Year: 2014
Publication Date: 2014-01-01
Language: en
Type: article
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