75919-92-5Relevant articles and documents
A thiazole ring-containing diamine compound of preparation method
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Paragraph 0025-0026, (2017/08/26)
The invention discloses a method of preparing a diamine compound containing a thiazole ring. The method comprises the following steps: by taking 4-hydroxyl acetophenone and parachloronitrobenzene as initial raw materials, carrying out a reaction under the catalytic effect of K2CO3 to generate a nucleophilically substituted product; then, by taking trichloromethane as a solvent, carrying out a bromination reaction with 1,3-dibromo-5,5-dimethyl hydantoin under the effect of methyl benzenesulfonic acid to generate alpha-bromide; then, carrying out a reaction on the alpha-bromide and thiourea to obtain a mononitro product containing the thiazole ring; finally, by taking SnCl2 as a reducing agent, reducing the mononitryl product containing the thiazole ring to obtain the diamine compound containing the thiazole ring. The preparation method disclosed by the invention is mild in synthetic condition, low in cost and high in yield. Meanwhile, multifarious column chromatography and re-crystallized purifying steps for many times in the prior art are avoided, and the yield and purity of synthetic products are greatly improved, so that the diamine compound containing the thiazole ring is widely applied to preparing polyimide.
Synthesis of copper nanoparticles supported on a microporous covalent triazine polymer: An efficient and reusable catalyst for O-arylation reaction
Puthiaraj, Pillaiyar,Ahn, Wha-Seung
, p. 1701 - 1709 (2016/04/05)
Copper nanoparticles were supported on a microporous covalent triazine polymer prepared by the Friedel-Crafts reaction (Cu@MCTP-1). The resulting material was characterized by powder X-ray diffraction, thermogravimetric analysis, N2 adsorption-desorption isotherms at 77 K, transmission electron microscopy, X-ray photoelectron spectroscopy, and inductively coupled plasma optical emission spectroscopy, and Cu particles with an average size of 3.0 nm and a BET total surface area of ca. 1002 m2 g-1 were obtained. Cu@MCTP-1 was evaluated as a heterogeneous catalyst for the Ullmann coupling of O-arylation over a series of aryl halides and phenols without employing expensive ligands or inert atmosphere, which produced an excellent yield of the corresponding diaryl ethers. The catalyst could be recovered by simple centrifugation and was reusable at least five times with only a slight decrease in catalytic activity.
Picolinamides as effective ligands for copper-catalysed aryl ether formation: Structure-activity relationships, substrate scope and mechanistic investigations
Sambiagio, Carlo,Munday, Rachel H.,Marsden, Stephen P.,Blacker, A. John,McGowan, Patrick C.
supporting information, p. 17606 - 17615 (2015/02/05)
The use of picolinic acid amide derivatives as an effective family of bidentate ligands for copper-catalysed aryl ether synthesis is reported. A fluorine-substituted ligand gave good results in the synthesis of a wide range of aryl ethers. Even bulky phenols, known to be very challenging substrates, were shown to react with aryl iodides with excellent yields using these ligands. At the end of the reaction, the first examples of end-of-life Cu species were isolated and identified as CuII complexes with several of the anionic ligands tested. A preliminary mechanistic investigation is reported that suggests that the substituents on the ligands might have a crucial role in determining the redox properties of the metal centre and, consequently, its efficacy in the coupling process. An understanding of these effects is important for the development of new efficient and tunable ligands for copper-based chemistry.
