- Preparation method of 4-methyl-7-diethylaminocoumarin and application of preparation method
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The invention belongs to the technical field of coumarin dye synthesis, and particularly relates to a preparation method of 4-methyl-7-diethylaminocoumarin and application of the preparation method. According to the technical schemes, m-hydroxy-N, N-diethylaniline and ethyl acetoacetate are subjected to a reaction, the molar ratio of the m-hydroxy-N, N-diethylaniline to the ethyl acetoacetate is 1: (1.5-2.2), part of the ethyl acetoacetate serves as a solvent, ethyl alcohol and water generated in the reaction are evaporated out while the reaction is conducted, then heat preservation is conducted for a period of time in a high-temperature section, and therefore, the yield is increased; after the reaction is finished, glacial acetic acid and water are added, stirring is performed, and cooling is performed to 0 DEG C; spin-drying is performed, so that a crude product is obtained; and refining is performed with methanol, so that the finished product 4-methyl-7-diethylaminocoumarin is obtained. According to the 4-methyl-7-diethylaminocoumarin prepared by the method, the content of the 4-methyl-7-diethylaminocoumarin can reach 99.5%, the yield of the 4-methyl-7-diethylaminocoumarin is ashigh as 95%, the quality of the product is high; and the defects of low purity and low yield of a traditional preparation method can be overcome. The preparation method is simple. With the preparation method adopted, industrial production is easy to carry out.
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Paragraph 0022-0041
(2020/08/26)
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- Synthesis and fluorescent properties of coumarin-benzimidazole and coumarin–phenanthroimidazole hybrids
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Two coumarin-benzimidazole hybrids and two coumarin-phenanthroimidazole conjugates were conveniently synthesized and characterized. The UV–vis absorption, emission spectra, absolute quantum yields, and fluorescence lifetimes of these compounds in diluted dichloromethane solutions were measured.
- Fan, Hongli,Wang, Lingqiang,Wang, Xiaolong
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- Permethylated NHC-Capped α- and β-Cyclodextrins (ICyDMe) Regioselective and Enantioselective Gold-Catalysis in Pure Water
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A series of water-soluble encapsulated copper(I), silver(I) or gold(I) complexes based on NHC-capped permethylated cyclodextrins (ICyDMe) were developed and used as catalysts in pure water for hydration, lactonization, hydroarylation and cycloisomerization reactions. ICyDMe ligands gave cavity-based high regioselectivity in hydroarylations, and high enantioselectivities in gold-catalyzed cycloisomerizations reactions giving up to 98 % ee in water. These ICyDMe are therefore useful ligands for selective catalysis in pure water.
- Zhu, Xiaolei,Xu, Guangcan,Chamoreau, Lise-Marie,Zhang, Yongmin,Mouriès-Mansuy, Virginie,Fensterbank, Louis,Bistri-Aslanoff, Olivia,Roland, Sylvain,Sollogoub, Matthieu
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supporting information
p. 15901 - 15909
(2020/10/12)
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- Taking advantage of the aromatisation of 7-diethylamino-4-methyl-3,4-dihydrocoumarin in the fluorescence sensing of superoxide anion
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The aromatisation of 7-diethylamino-3,4-dihydrocoumarin provides an alternative fluorescent probing technique to selectively detect the concentration of superoxide anion in solution. In addition, we reported the advantage of evaluating O2- sensing probes
- Wang, Yuchen,Han, Jianyi,Xu, Yanzhao,Gao, Yongxin,Wen, Hui,Cui, Huaqing
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supporting information
p. 9827 - 9829
(2020/09/09)
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- Concise synthesis and fluorescent properties of coumarin-30 and its isomer 7-(diethylamino)-4-(1-methyl-1H-benzimidazol-2-yl)coumarin
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Coumarin-30 and its regioisomer 7-(diethylamino)-4-(1-methyl-1H-benzimidazol-2-yl)coumarin were synthesised utilising condensation of the corresponding formylcoumarin with N-methylphenylene-1,2-diamine as the key step. Furthermore, absorption and fluorescence emission spectra of the two coumarins were recorded.
- Wang, Xiaolong,Zhou, Jingjing,Yang, Fang,Xue, Ziyan,Xu, Niansheng
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p. 604 - 606
(2016/10/21)
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- Process for preparing particles which have a hydrophilic core coated with a hydrophobic polymeric layer
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This method of preparing particles having a hydrophilic core coated with a hydrophilic core coated with a hydrophobic polymeric layer includes the steps of: preparing an aqueous phase comprising at least one hydrophilic optical brightener or colorant; preparing an organic phase including at least one hydrophobic polymer; forming a water-in-oil inverse emulsion by adding the aqueous phase into the organic phase; forming the particles by thermal quenching of the emulsion; and isolating the particles thus obtained.
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- Facile synthesis and fluorescent properties of coumarin-7 and its isomer 4-(2-benzimidazolyl)-7-(diethylamino)coumarin
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Coumarin-7 and its isomer 4-(2-benzimidazolyl)-7-(diethylamino)coumarin were synthesised using condensation of the corresponding formylcoumarin with o-phenylenediamine as the key step. Moreover, absorption and fluorescence emission spectra of these two coumarins were recorded.
- Wang, Xiaolong,Yang, Fang,Xue, Ziyan,Wang, Xiaoqiang,Chen, Chen
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p. 213 - 215
(2015/06/02)
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- Fluorogenic sensing of H2S in blood and living cells via reduction of aromatic dialkylamino N-oxide
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A fluorescent chemodosimeter, N-oxide of 7-diethylamino-4-methylcoumarin, was developed for H2S detection based on a new water soluble aromatic dialkylamine N-oxide group and their selectivity and sensitivity for fluorescent detection of H2S were evaluated in aqueous solution and blood media. Fluorescence sensing of H2S was also achieved in MCF-7 cells. the Partner Organisations 2014.
- Wu, Zhisheng,Feng, Yongliang,Geng, Bin,Liu, Junyi,Tang, Xinjing
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p. 30398 - 30401
(2014/08/05)
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- PHOTOCHEMICAL REACTIONS OF 7-AMINOCOUMARINS. 7. REACTION OF 3-IODO-4-METHYL-7-DIETHYLCOUMARIN WITH OLEFINS
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A number of new 7-aminocoumarins having an unsaturated substituent in the 3 position were obtained as a result of photolysis of 3-iodo-4-methyl-7-diethylaminocoumarin with olefins, viz., styrene, acrylonitrile, methyl acrylate, methyl methacrylate, 4-vinylpyridine, 2-ethoxypropene, indene, ethyl β-anilinocrotonate, and 2,5-norbornadiene, as well as with phenylacetylene.Regiospecifity and stereospecifity of the investigated photoreactions were established.The spectral-luminescence characteristics of the synthesized compounds are presented.
- Gordeeva, N. A.,Kirpichenok, N. A.,Yufit, D. S.,Struchkov, Yu. T.,Grandberg, I. I.
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p. 863 - 869
(2007/10/02)
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- PHOTOCHEMICAL REACTIONS OF 7-AMINOCOUMARINS. 10. REACTION OF 3-IODO-4-METHYL-7-DIETHYLAMINOCOUMARIN WITH HETEROAROMATIC COMPOUNDS
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Photolysis of 3-iodo-4-methyl-7-diethylaminocoumarin in the presence of N-methylpyrrole, furan, thiophene, selenophene, pyridine, indole, imidazole, and benzimidazole results in the formation of a series of 3-hetaryl-7-aminocoumarins. the spectral luminescence characteristics of these newly synthesized compounds have been investigated.
- Gordeeva, N. A.,Kirpichenok, M. A.,Grandberg, I. I.
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p. 1222 - 1226
(2007/10/02)
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