- An amino-naphthol preparation method of compound
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The invention relates to a preparation method for aminonaphthol compound. The method includes the following steps: catalyst, aldehyde compound, secondary amine compound and naphthol are sequentially added into water and react under the temperature condition of 20 DEG C to 80 DEG C, and after reaction is complete, reaction liquid is obtained; the reaction liquid is sequentially extracted, dried, concentrated and separated by column chromatography according to the conventional method, so that product I or product II is obtained, and the structural formula of the product is shown in the figure. The preparation method has the advantages of mild conditions, short reaction time, simple post-processing, high yield and environment-friendliness, can realize mass production and has a good industrial application prospect.
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Paragraph 0055; 0056; 0057; 0058; 0059; 0060
(2017/03/17)
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- [Omim][Bf4] ionic liquid, a green and recyclable medium for one-pot aminomethylation of electron-rich aromatic compounds
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An efficient catalyst-free procedure has been developed for one-pot aminomethylation of some electron-rich aromatic compounds such as 1- and 2-naphthols, indole, N-methylindol and benzamide, in [omim][BF4] ionic liquid at room temperature. The ionic liquid can be recovered and reused without any noticeable loss of performance.
- Arzephoni, Amene Yaghoubi,Naimi-Jamal, M. Reza,Sharifi, Ali,Abaee, M. Saeed,Mirzaei, Mojtaba
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p. 216 - 218
(2013/07/05)
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- Exploiting tautomerism for switching and signaling
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Good form: Attaching a flexible piperidine unit to 4-(phenyldiazenyl) naphthalen-1-ol allows construction of a tautomeric switch, where directed shift of the tautomeric equilibrium can be achieved through protonation and deprotonation (see picture). The developed molecular switch shows acceptable complexation with small alkali- and alkaline-earth-metal ions and forms a promising base for further development of effective molecular sensors.
- Antonov, Liudmil,Deneva, Vera,Simeonov, Svilen,Kurteva, Vanya,Nedeltcheva, Daniela,Wirz, Jakob
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supporting information; experimental part
p. 7875 - 7878
(2010/04/06)
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- Synthesis and pharmacological exploitation of clioquinol-derived copper-binding apoptosis inducers triggering reactive oxygen species generation and MAPK pathway activation
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In the present study, we carried out Mannich-type reaction to synthesize clioquinol-derived 7-methyl-arylsulfonylpiperazine analogs with improved growth-inhibitory effects. 11 bearing 5-nitro group on the quinoline ring exhibited 26-fold more potent than that of clioquinol against HeLa cells with a GI50 value of 0.71 μM. In addition, 11 revealed synergistic effects on the growth inhibition of HeLa cells with GI50 values of 0.65, 0.25, and 0.06 μM in the presence of 1, 10, and 50 μM copper, respectively. Consistent to the clioquinol-mediated apoptosis, mechanistic study indicates that 9- and 11-induced growth inhibition is attributed to caspase-dependent pathway. Detection of reactive oxygen species in response to clioquinol, 9 and 11 confirmed that ROS was dramatically stimulated in the presence of copper and partially abolished upon treatment of 1 mM tempol. Further study indicated that 9- and 11-mediated induction of oxidative stress by ROS generation resulted in the activation MAPK pathway.
- Chen, Hui-Ling,Chang, Chun-Yi,Lee, Hsun-Tzu,Lin, Hua-Hsuan,Lu, Pei-Jung,Yang, Chia-Ning,Shiau, Chung-Wai,Shaw, Arthur Y.
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experimental part
p. 7239 - 7247
(2010/04/05)
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- Intramolecular Interactions I. The Use of Some Mannich Bases of Naphthols as Model Compounds for Intramolecular Hydrogen Bonding
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Some model compounds for intramolecular hydrogen bonding are presented.The nmr, IR, UV and fluorescence spectra are shown to be suited for the study of such hydrogen bonds. - Keywords: Hydrogen bond; Intramolecular proton transfer; Mannich bases
- Haslinger, Ernst,Wolschann, Peter
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p. 563 - 574
(2007/10/02)
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