Refernces
10.1021/jo00156a024
The research focuses on the synthesis and characterization of certain 5,6-diamino-s-triazines, which serve as precursors for fused heterocyclic systems. The primary purpose of the study was to develop an improved synthesis method for 6-amino-s-triazine-3,5-dione (1) and to explore its selective thiation to produce key intermediates, 6-amino-3-oxo-s-triazine-5-thione (2) and 6-amino-s-triazine-3,5-dithione (3). These intermediates were then methylated and treated with methanolic ammonia to yield 5,6-diamino-s-triazine-3-one (6a) and 5,6-diamino-3-(methylthio)-s-triazine (7a) in good overall yields. The chemicals used in the process included 6-bromo-s-triazine-3,5-dione, liquid ammonia, copper powder, methanol, and methanolic ammonia, among others.
10.1039/b926498a
The study investigates the highly efficient chemoselective construction of 2,2-dimethyl-6-substituted 4-piperidones via a multi-component tandem Mannich reaction in ionic liquids. The room temperature ionic liquid [bmim][PF6] serves as an efficient and recyclable medium for this reaction. L-proline acts as a catalyst to enhance the chemoselectivity of the reaction. Ammonia, aldehydes, and acetone are the main reactants. The reaction involves a tandem Mannich reaction of these reactants in the presence of L-proline in [bmim][PF6]. The study explores the optimization of reaction conditions using different solvents and catalysts, and examines the scope of the reaction with various aldehydes as substrates. The results show that aryl, heteroaromatic, and aliphatic aldehydes can all undergo effective tandem Mannich reactions to produce the desired 2,2-dimethyl-6-substituted 4-piperidones in moderate to good yields. The ionic liquid and catalyst system can be recycled for multiple reaction cycles, making this method potentially useful for industrial applications.
10.1002/cctc.201300407
The research aims to develop a robust catalytic system for converting bio-alcohols and diols into primary amines using ammonia as the amine source. The study focuses on optimizing parameters such as ammonia concentration and the Ru/P ratio to achieve high selectivity and activity. Key chemicals used include [Ru3(CO)12] as the catalyst precursor and various phosphine ligands, with L9 (an acridine-based diphosphine) showing particularly excellent results. The solvent tert-amyl alcohol was used, and ammonia was dosed using a mass flow meter/controller. The research concludes that the optimal Ru/P ratio is 1:1, and the amount of ammonia is crucial, especially for larger batch reactions. The catalyst demonstrated high thermostability and reusability, maintaining activity and selectivity over at least six consecutive runs. This system enables efficient conversion of bio-based substrates into valuable amines, with potential applications in sustainable chemistry and polymer synthesis.
10.1021/ja107274w
The research focuses on the development of a novel and highly atom-economical catalytic system for the synthesis of organic amines using aqueous ammonia as a nitrogen source. The study introduces water-soluble CpIr-ammine complexes as catalysts, which enable the multialkylation of aqueous ammonia with primary and secondary alcohols to produce tertiary and secondary amines, respectively. The experiments involved the synthesis of these catalysts and their application in various reactions under different conditions to optimize the process. The reactants used included aqueous ammonia, various primary and secondary alcohols, and the CpIr catalysts. The analyses used to determine the success of the reactions and the yields of the products included gas chromatography (GC), nuclear magnetic resonance (NMR) spectroscopy, and in some cases, X-ray crystallography to confirm the structure of the catalysts. The research demonstrated the catalyst's recyclability and high activity, as well as its potential for large-scale synthesis, highlighting an environmentally benign methodology for amine production.
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F:Flammable;
