694-83-7Relevant academic research and scientific papers
Photoinduced Rapid Multicomponent Cascade Reaction of Aryldiazonium Salts with Unactivated Alkenes and TMSN3
Shen, Jiabin,Xu, Jun,He, Lei,Ouyang, Yani,Huang, Lin,Li, Wanmei,Zhu, Qing,Zhang, Pengfei
, p. 1204 - 1208 (2021)
The first example of a photoinduced rapid multicomponent cascade reaction of aryldiazonium salts with unactivated alkenes and trimethylsilyl azide (TMSN3) under oxidant-free conditions is described. This approach provides the synthetic route for a wide range of unsymmetric azo compounds. The compounds are obtained in good to excellent yields under mild reaction conditions. This transformation is applicable to various aryldiazonium salts and alkenes, providing an alternative route for the synthesis of unsymmetric azo compounds. The control experiment demonstrates that the reaction mechanism follows a radical pathway.
Ru/g-C3N4as an efficient catalyst for selective hydrogenation of aromatic diamines to alicyclic diamines
Cao, Junya,Cao, Yan,Chen, Jiaqiang,Han, Fenggang,He, Peng,Huang, Xiaoyu,Li, Huiquan,Wang, Liguo,Yang, Huanhuan
, p. 16515 - 16525 (2020/05/13)
A series of Ru/g-C3N4materials with highly dispersed Ru were firstly prepared by an ultrasonic impregnation method using carbon nitride as a support. The catalysts were characterized by various techniques including BET and elemental analysis, ICP-AES, XPS, XRD, CO2-TPD and TEM. The results demonstrated that Ru/g-C3N4materials with a mesoporous structure and highly dispersed Ru were successfully prepared. The chemo-selective hydrogenation ofp-phenylenediamine (PPDA) to 1,4-cyclohexanediamine (CHDA) over Ru/g-C3N4as a model reaction was investigated in detail. PPDA conversion of 100% with a CHDA selectivity of more than 86% could be achieved under mild conditions. It can be inferred that the carbon nitride support possessed abundant basic sites and the Ru/g-C3N4-Tcatalysts provided suitable basicity for the aromatic ring hydrogenation. Compared to the N-free Ru/C catalyst, the involvement of nitrogen species in Ru/g-C3N4remarkably improved the catalytic performance. In addition, the recyclability of the catalyst demonstrated that the aggregation of Ru nanoparticles was responsible for the decrease of the catalytic activity. Furthermore, this strategy also could be expanded to the selective hydrogenation of other aromatic diamines to alicyclic diamines.
Enhanced Selectivity in the Hydrogenation of Anilines to Cyclo-aliphatic Primary Amines over Lithium-Modified Ru/CNT Catalysts
Tomkins, Patrick,Müller, Thomas E.
, p. 1438 - 1445 (2018/03/30)
The hydrogenation of aromatic amines to the corresponding cycloaliphatic primary amines is an important industrial reaction. However, secondary amine formation and other side reactions are frequently observed, resulting in reduced selectivity. The side products are formed mostly on the support, yet support effects are little understood at present. This study describes the facile modification of Ru/CNT catalysts with LiOH, by this means significantly improving catalyst selectivity in toluidine hydrogenation without decreasing the activity of the catalysts. The effect is explained by LiOH diminishing acidic sites on the catalyst support and enhancing the adsorption of the aromatic ring on the metallic ruthenium nanoparticles. With the LiOH-modified Ru/CNT catalyst, other substrates, such as methylnitrobenzenes, are also converted efficiently. This study thus describes an improved catalyst for the preparation of cyclohexylamines and provides guidelines for future catalyst design.
Preparation method of 1, 2-cyclohexanediamine
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Paragraph 0053-0075, (2018/09/13)
The invention relates to a preparation method of 1, 2-cyclohexanediamine. The preparation method includes: mixing a catalyst, liquid ammonia and water; in an oxygen-free environment, dropwise adding acyclohexene oxide raw material at 60-110 DEG C, allowing reaction until pressure is constant, feeding hydrogen, and allowing reaction again at 110-120 DEG C until the pressure is constant again to obtain reaction liquid; separating and purifying the reaction liquid to obtain 1, 2-cyclohexanediamine. Epoxy which is excessive in capacity is used as the raw material, water is combined as an accelerant, stepped temperature rise is controlled, and liquid ammonia is added in one time and mixed with the catalyst and the water to enable cyclohexene oxide to react with liquid ammonia to generate 1, 2-cyclohexanediamine, so that downstream application of cyclohexene oxide is expanded, a stable source is provided for 1, 2-cyclohexanediamine, and cost is lowered.
Method for synthesizing trans-cyclohexyldiamine
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Paragraph 0013; 0014; 0015, (2017/08/29)
The invention discloses a method for synthesizing trans-cyclohexyldiamine. The method comprises the following steps: by using epoxy cyclohexane as the raw material, carrying out ring opening with ammonia water, adding sulfuric acid for dewatering and salification, adding free alkali, carrying out ring opening with ammonia water, and distilling to obtain the trans-cyclohexyldiamine. The method has the advantages of high repetitiveness of the synthesis route, and simple and accessible raw materials, and provides an alternative scheme for obtaining the trans-cyclohexyldiamine pure product.
Studies on the photochemical behavior of N-salicylidenaniline in chloroform
Zhao, Liyan,Xia, Wujiong,Gou, Baoquan,Lu, Yu,Yang, Chao,Li, Dazhi
supporting information; experimental part, p. 199 - 203 (2012/08/08)
An N-salicylidenaniline (SA), compound 1 with 15-crown-5 moiety, was synthesized. The time-dependent NMR was used to track its photochromic process. The experimental results showed that ultraviolet irradiation would lead compound 1 to decompose into the corresponding salicylaldehyde and amine in chloroform solution, instead of experiencing a photochromic process. By the same method, the reported photochromic results of other SAs were also corrected.
1,2-DIAMINOCYCLOHEXANE AND CHEMICAL PROCESS
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Page/Page column 2, (2010/06/13)
Disclosed is a process for the preparation of 1,2-cycloaliphatic diamines from 1,2-aromatic diamines. In one embodiment, the process provides a method for making 1,2-diaminocyclohexane by the reaction of 1,2-phenylenediamine contained in a polar, protic solvent with hydrogen in the presence of a supported rhodium catalyst, ammonia, and an inorganic borohydride, and having enhanced overall conversion and selectivity.
Functionalized Photoreactive Compounds
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, (2008/12/08)
The present invention concerns functionalized photoreactive compounds of formula (I), that are particularly useful in materials for the alignment of liquid crystals. Due to the adjunction of an electron withdrawing group to specific molecular systems bearing an unsaturation directly attached to two unsaturated ring systems, exceptionally high photosensitivities, excellent alignment properties as well as good mechanical robustness could be achieved in materials comprising said functionalized photoreactive compounds of the invention.
The stereospecific addition of hydroxylamines to α,β-unsaturated sulfones, nitriles and nitro compounds
O'Neil, Ian A.,Cleator, Ed,Southern, J. Mike,Bickley, Jamie F.,Tapolczay, David J.
, p. 8251 - 8254 (2007/10/03)
N-Alkyl hydroxylamines have been shown to undergo a highly stereospecific cis addition to α,β-unsaturated sulfones, nitriles and nitro compounds.
A diamine-exchange reaction of dihydropyrazines
Yamaguchi, Tadatoshi,Ito, Shigeru,Iwase, Yukiko,Watanabe, Kenji,Harano, Kazunobu
, p. 1677 - 1680 (2007/10/03)
Dihydropyrazines reacted with 1,2-diamines to form tetraazadecalins as intermediates, and then the reaction proceeded forward to dissociate into alternate dihydropyrazine and diamine, or backward to dissociate into the starting materials in certain equilibrium. The product distribution is controlled by diamine-exchange equilibrium reaction. The various equilibrium reactions were analyzed by NMR spectroscopy.
