2933-77-9Relevant articles and documents
Green synthesis of N-(2-hydroxyethyl)anilines by the selective alkylation reaction in H2O
Guo, Hui,Hao, Jia,Sun, Tingting,Wang, Zuoyao,Cao, Jian,Zhang, Guobao
, p. 1 - 6 (2020/07/21)
Based on our previous work, a safer and more sustainable protocol for the synthesis of N-(2-Hydroxyethyl)anilines has been developed. The synthesis included the selective alkylation reaction of aniline with 2-chloroethanol in H2O, eliminating the need for any catalysts and solvents during synthesis. Comparing with our previous work, the salient features of this methodology are eco-friendliness, economic benefit, and the ease of obtaining target compounds. The selective alkylation reaction in H2O is amenable to scale-up for the synthesis of N-(2-Hydroxyethyl)anilines.
N-arylation method in aqueous phase system with substituted quinoline or isoquinoyl hydrazide pyridine-N-oxide as ligand
-
Paragraph 0065; 0066; 0067; 0068, (2019/03/28)
The invention relates to an N-arylation method in an aqueous phase system with substituted quinoline or isoquinoyl hydrazide pyridine-N-oxide as a ligand. The N-arylation method in the aqueous phase system with the substituted quinoline or isoquinoyl hydrazide pyridine-N-oxide as the ligand comprises the following steps of: adding a catalyst, the ligand, a raw material, alkali, a phase transferring catalyst and a solvent into a reactor, heating and stirring, after the reaction is ended, separating and purifying a reaction solution to obtain an N-arylation product, wherein the raw material is aryl halide and a nitrogen-containing nucleophilic reagent, the solvent is a mixed solution of water and ethanol, and the catalyst is metal copper, or a copper oxide, or monovalent copper salt, or bivalent copper salt. The N-arylation method in the aqueous phase system with substituted quinoline or isoquinoyl hydrazide pyridine-N-oxide as the ligand has the characteristics of simplicity in operation, wide substrate application range, simplicity and easiness in separating products, high yield, economical process, environmental protection and the like.
β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction
Llabres-Campaner, Pedro J.,Ballesteros-Garrido, Rafael,Ballesteros, Rafael,Abarca, Belén
supporting information, p. 5552 - 5561 (2017/08/22)
Borrowing Hydrogen (BH), also called Hydrogen Autotransfer (HA), reaction with neat ethylene glycol represents a key step in the preparation of β-amino alcohols. However, due to the stability of ethylene glycol, mono-activation has rarely been achieved. Herein, a combination of Pd/C and ZnO is reported as heterogeneous catalyst for this BH/HA reaction. This system results in an extremely air and moisture stable, and economic catalyst able to mono-functionalize ethylene glycol in water, without further activation of the diol. In this work, different diols and aromatic amines have been explored affording a new approach towards amino alcohols. This study reveals how the combination of two solid species can afford interesting catalytic properties in heterogeneous phase. ZnO activates ethylene glycol while Pd/C is the responsible of the BH/HA cycle. This catalytic system has also been found useful to dehydrogenate indoles affording indolines that undergo in situ BH/HA cycle prior to re-aromatization, representing a tandem heterogeneous process.
