碳酸钾催化合成6-苯偶氮香豆素-3-甲酸乙酯及其光谱性能

doi:10.13218/j.cnki.csdc.2014.09.115

Abstract

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 malonate 1:2; dosage of K₂CO₃ 0.05 mmol and reaction time 15 min.Structure of the product was characterized by FTIR, ¹HNMR and ¹³CNMR.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.

Key words: 6-phenylazo-coumarin-3-ethyl formate, catalytic synthesis, spectroscopic property

CLC Number:

TQ655

ZENG Yu-cai, LIU Xiao-ling, LI Lan. Synthesis and spectroscopic property of 6-phenylazo-coumarin- 3-ethyl formate catalyzed by potassium carbonate[J].China Surfactant Detergent & Cosmetics, 2014, 44(9): 512-516.

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Synthesis and spectroscopic property of 6-phenylazo-coumarin- 3-ethyl formate catalyzed by potassium carbonate

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