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4 protocols using 3 aminopyridine

1

Synthesis of Chitosan Derivatives

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Chitosan with a molecular weight of 5–8 kDa and degree of deacetylation of 73.5% was supplied by Golden-Shell Pharmaceutical Co. Ltd. (Zhejiang, China). Iodomethane, 2-aminopyridine, 3-aminopyridine, and 4-aminopyridine were purchased from the Sigma-Aldrich Chemical Corp. Methyl chloroformate, methanol, triethylamine, N,N-dimethyl acetamide (DMAc), N-Methyl pyrrolidone (NMP), and lithium chloride were supplied by Sinopharm Chemical Reagent Co., Ltd., Shanghai, China.
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2

Microwave-assisted Synthesis of Metal Complexes

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O-salicylaldehyde; 3-amino pyridine; ethanol; nitrate salts of Al(III), Ba(II), Cd(II), Co(II), Cu(II), Fe(III), Mn(II), Ni(II), and Zn(II), and sulfate salt of Fe(II) were all purchased from Sigma-Aldrich (Steinheim, Germany) and dissolved in ultrapure water (Direct-Q 5 UV water purification system, Millipore, Burlington, MA, USA). The microwave reactions were carried out in a Biotage Initiator system (Biotage, Sweden), the temperature and time were preset as required, and the pressure was monitored and indicated. The identity of the products was determined by FTIR and NMR. FTIR analysis was performed on a Spectrum BX FTIR spectrometer (PerkinElmer, Waltham, MA, USA). The 1H- and 13C-NMR spectra were recorded on a JNM-ECZR series 600 MHz spectrometer (JEOL, Tokyo, Japan) operating at 600 and 100 MHz, respectively, using DMSO-d6 as a solvent. The NMR is equipped with a Delta™ NMR data processing software. UV–VIS spectra were carried out using an Agilent 8453 spectrophotometer (Agilent, Santa Clara, CA, USA) in a 1.0 cm quartz cuvette. Fluorescence studies were performed on a PerkinElmer LS 45 Fluorescence spectrometer (PerkinElmer, Waltham, MA, USA) using a 1.0 cm quartz cuvette with a scan speed of 700 nm min−1, and an excitation and emission slit of 10 nm each.
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3

Halloysite-based Catalytic Platform

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For the preparation of the catalyst, reagents and solvents were used as follows: Halloysite (Hal), 3-(aminopropyl)-triethoxysilane (APTES), 2,4,6-trichloro-1,3,5-triazine (TCT), 3-Aminopyridine, K2CO3, toluene, THF, CH2Cl2, Chloro sulfunic acid, were purchased from Sigma-Aldrich.
A variety of substances have been evaluated for their catalytic capability and efficiency, including: malononitrile, Ethyl cyanoacetate, benzaldehyde derivatives, various of 1,3-dicarbonyl compounds such as dimedone, 4-hydroxy coumarin, 4-hydroxy-6-methyl-2-pyrone and etc., were procured from Sigma–Aldrich.
Several analyses were conducted to confirm the structure of the catalyst, including: X-ray diffraction (XRD), Fourier transform infrared (FTIR), scanning electron microscope (SEM), Transmission electron microscopy (TEM), thermos gravimetric analysis (TGA), energy dispersive spectroscopy (EDS) and elemental mapping analyses.
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4

Synthesis and Spectroscopic Analysis of HL-2-qui

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2-Aminopyridine, 3-aminopyridine were purchased from Sigma Aldrich and used as received. 4-Methyl-2,6-diformylphenol (DFP) was synthesized following a published procedure.8 (link) All other reagents were purchased from commercial sources and were used without further purification. Solvents used during spectroscopic studies were purified and dried by standard procedures.9 Britton Robinson buffer in the pH range of 2.0–11.0 has been prepared following a published method.10 (link) FT-IR spectra were recorded in a PerkinElmer spectrometer (Spectrum Two) with the powder samples measured by attenuated total reflectance (ATR) technique. Absorption spectra were recorded on a Lambda 25 PerkinElmer spectrophotometer. Emission spectra were recorded on a HORIBA made Fluoromax-4C spectrofluorometer. Elemental analysis was carried out with a 2400 Series-II CHN analyzer, PerkinElmer, USA. ESI-MS+ spectra were recorded on a QTOF Micro YA263 mass spectrometer. 1H and 13C NMR spectra of the compound were recorded on Bruker 400 MHz or 300 MHz spectrometer.
Emission quantum yields (Φ) of HL-2-qui at different pH were determined by using the formula: where A is the area under the emission spectral curve, OD is optical density of the compound at the excitation wavelength and η is the refractive index of the solvent, quantum yield of standard (quinine sulphate) (Φ = 0.546 in water).11
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